KR20210062258A - Process for preparing 2-methallyl alcohol - Google Patents

Abstract

The present invention relates to a method for preparing 2-methallyl alcohol, which includes: a first step of reacting a first aqueous basic solution with 2-methallyl chloride in the presence of a catalyst; a second step of adding a second aqueous basic solution to the resultant product of the first step to separate an oily layer and an aqueous layer from each other; and a third step of separating the oily layer into a downstream and an upstream by using a difference in boiling point, and recovering 2-methallyl alcohol from the downstream, wherein the catalyst is an ionic liquid. According to the method of the present invention, it is possible to provide 2-methallyl alcohol with high selectivity and high yield.

Description

Method for producing 2-methallyl alcohol {PROCESS FOR PREPARING 2-METHALLYL ALCOHOL}

The present specification relates to a method for preparing 2-metaallyl alcohol. According to the production method according to the present invention, it is possible to provide a high selectivity and high yield of 2-methallyl alcohol.

Alcohol compounds are useful as raw materials for pharmaceuticals, pesticides, fragrances, or general chemical components, synthetic intermediates, resin monomers and resin additives. As an alcohol compound preparation method, a method of obtaining an alcohol compound by hydrogenating an aldehyde compound and a method of obtaining an alcohol compound using a halogenated allyl compound are known.

The aldehyde compound generally used in the method of hydrogenating an aldehyde compound is an unsaturated aldehyde compound having both a carbon-carbon double bond and a carbonyl group in the same molecule. It is very difficult to selectively reduce the carbonyl group in the unsaturated aldehyde compound. In particular, in the case of α,β-unsaturated carbonyl compounds in which a double bond and a carbonyl group are conjugated, saturated aldehydes and saturated alcohols are by-products because alkenyl groups are more easily hydrogenated than carbonyl groups. The selective hydrogenation, such as the presence of a product, is more difficult.

As a method of obtaining an alcohol compound using a halogenated allyl compound, an esterification of a halogenated allyl compound and saponification of the esterified halogenated allyl compound, that is, a method of obtaining an alcohol compound through a two-step reaction, and a halogenated allyl compound It is known to hydrolyze to obtain an alcohol compound in a single step reaction.

As long as the alcohol compound is prepared by hydrolyzing the halogenated allyl compound due to the reaction over two steps, the method for preparing an alcohol compound comprising the step of esterifying the halogenated allyl compound and saponifying the esterified halogenated allyl compound The reaction process is relatively more complicated than the method consisting of steps, and additional raw materials such as a solvent and sodium acetate may be added to increase the manufacturing cost.

As a method of hydrolyzing a halogenated allyl compound to prepare an allyl alcohol compound, a method of replacing the halogen group of the halogenated allyl compound with a hydroxy group by reacting the allyl halogenated compound with a basic aqueous solution in the presence of a catalyst is known.

It is common to use expensive copper chloride as a catalyst used to hydrolyze a halogenated allyl compound to produce an allyl alcohol compound. However, when copper chloride is used as a catalyst, a filter process for removing copper chloride present at the interface after the reaction from the mixture and a reuse process for recovering catalytic activity are additionally required. In addition, there is a problem in that a large amount of energy and cost are consumed in the process of separating copper chloride dissolved in a trace amount in the water layer from wastewater containing sodium chloride, a by-product, in the process of wastewater treatment or waste treatment of the catalyst.

Japanese Laid-Open Patent Publication No. 1995-204509

It is an object of the present invention to provide a method for producing 2-methallyl alcohol with a high conversion rate of 2-methallyl chloride, a high selectivity of 2-methallyl alcohol and a high yield of 2-methallyl alcohol using a relatively inexpensive catalyst.

In order to achieve the above object, an exemplary embodiment of the present invention is a first step of reacting a first basic aqueous solution and 2-methallyl chloride in the presence of a catalyst; A second step of separating an oil layer and an aqueous layer by adding a second basic aqueous solution to the reacted product in the first step; And a third step of separating the oil layer into a downstream and an upstream stream using a difference in boiling point, and obtaining 2-methallyl alcohol from the downstream stream, wherein the catalyst is an ionic liquid. It provides a method for preparing phosphorus 2-methallyl alcohol.

The method for producing 2-methallyl alcohol according to an exemplary embodiment of the present invention may provide a high conversion rate of 2-methallyl chloride, a high selectivity of 2-methallyl alcohol, and a high purity 2-methallyl alcohol.

Chlorine gas generated by pyrolysis in the distillation process in which 2-methallyl chloride remaining after the reaction is separated from 2-methallyl alcohol, which is the final product, may cause environmental problems. The manufacturing method according to an exemplary embodiment of the present invention has a high conversion rate of 2-methallyl chloride, so that when the 2-methallyl chloride is separated from the oil layer, there is little emission of chlorine gas, thereby preventing environmental problems. In addition, the catalyst in the present invention can be continuously reused as a water-soluble ionic catalyst that is completely dissolved in an aqueous layer, and energy cost can be low by using steam energy as thermal energy.

In addition, the production method according to an exemplary embodiment of the present invention uses a relatively inexpensive catalyst and is economical.

Finally, the manufacturing method according to an exemplary embodiment of the present invention is a bimolecular nucleophilic substitution (S _N 2 type reaction), so that the cation is not bulky compared to the phase transfer catalyst (PTC). There is little steric hindrance, and due to the resonance effect (mesomeric effect), the movement of halide ions such as bromine ions and chlorine ions in the ionic liquid catalyst is relatively free. Because it works, 2-methallyl alcohol can be prepared in high yield.

1 is a diagram showing a schematic diagram of a method for producing 2-methallyl alcohol.

Advantages and features of the present invention, and a method of achieving them will become apparent with reference to the embodiments described below in detail together with the accompanying drawings. However, the present invention is not limited to the embodiments disclosed below, but may be implemented in a variety of different forms, and only these embodiments make the disclosure of the present invention complete, and are common knowledge in the technical field to which the present invention pertains. It is provided to completely inform the scope of the invention to those who have, and the invention is only defined by the scope of the claims. The same reference numerals refer to the same elements throughout the specification.

Unless otherwise defined, all terms (including technical and scientific terms) used in the present specification may be used with meanings that can be commonly understood by those of ordinary skill in the art to which the present invention belongs. In addition, terms defined in a commonly used dictionary are not interpreted ideally or excessively unless explicitly defined specifically.

In the present specification, when a part "includes" a certain component, it means that other components may be further included rather than excluding other components unless specifically stated to the contrary.

Hereinafter, the present invention will be described in detail.

An exemplary embodiment of the present invention is a first step of reacting a first basic aqueous solution and 2-methallyl chloride in the presence of a catalyst; A second step of separating an oil layer and an aqueous layer by adding a second basic aqueous solution to the reacted product in the first step; And a third step of separating the oil layer into a downstream stream and an upstream stream using a difference in boiling point, and obtaining 2-methallyl alcohol from the downstream stream, wherein the catalyst is an ionic liquid. It provides a method for producing phosphorus 2-methallyl alcohol.

The manufacturing method according to an exemplary embodiment of the present invention has a high conversion rate of 2-methallyl chloride of 99% or more, so that there is little emission of chlorine gas when separating 2-metaallyl chloride from the oil layer, and is environmentally friendly, and is highly selective of 99.5% or more. Degree and high purity of 2-methallyl alcohol can be obtained.

In the exemplary embodiment of the present specification, the first step of reacting the first basic aqueous solution and 2-methallyl chloride in the presence of the catalyst may be performed in a batch reactor or a continuous reactor.

In another exemplary embodiment, in the third step, a step of recovering 2-methallyl chloride from the upstream and recycling it to the first step is further included.

In one exemplary embodiment, the step of separating the water and the catalyst in the aqueous layer, and recycling the separated catalyst to the first step is further included. In an exemplary embodiment of the present invention, the vaporized moisture (water) first separated from the water layer becomes steam and can be recycled as an energy source, and the catalyst, which is a water-soluble ionic liquid discharged next, is introduced into the reactor and reused. , Sodium chloride (NaCl) and other by-products remaining after distillation can be discarded. Through this method, the catalyst is continuously reused and steam energy is used as thermal energy, which is cost-effective.

In one embodiment of the present invention, the boiling point of the ionic liquid is 200 ℃ or more and 300 ℃ or less. In this case, in the step of separating water and catalyst from the aqueous layer, and recycling the separated catalyst to the first step, the pure ionic liquid is separated from NaCl (mp800.4° C./bp1400° C.) as a by-product to continue Can be reused.

1 is a diagram showing a schematic diagram of an example of a method for producing 2-methallyl alcohol. Specifically, 2-methallyl chloride, a first basic aqueous solution, and a catalyst were reacted in a batch reactor (1), and a second basic aqueous solution (2) was added to the oil layer (4) and the aqueous layer (5) in the decanter (3). Separate with The oil layer (4) is supplied to the first distillation column (6) to recover unreacted 2-methallyl chloride (8) and re-introduce it to the batch reactor (1) for reuse, and a 2-metameter having a purity of 99.5% or more. Allyl alcohol (7) can be finally obtained. In addition, the water layer 5 is supplied to the second distillation column 9 so that the first vaporized water becomes steam and is recycled as an energy source, and the catalyst 10, which is an ionic liquid discharged next, is a batch reactor (1). And reused, and the remaining NaCl and other by-products (11) are discarded.

The ionic liquid is described in P. Wasserschied, T. Welton, lonic Liquid in Synthesis, 2nd Ed, Wiley-VCH, 2008]. The ionic liquid may mean a molten salt that exists as a liquid at a relatively low temperature of less than 100°C in a broad sense. The ionic liquid is spotlighted as a clean material due to its non-volatile, non-toxic, and non-flammable nature, and has excellent thermal stability and ionic conductivity, and has a large polarity to dissolve inorganic and organic compounds. In addition, since it has a unique characteristic of being a liquid in a wide temperature range, it can be applied to a wide range of chemical fields such as petroleum fine chemistry such as catalysts, capacitors, extractants, dye-sensitized solar cells, and display electrolytes. In addition, since the physicochemical properties of ionic liquids can be controlled by changing the structures of cations and anions constituting the ionic liquid, ionic liquids suitable for the purpose of use can be easily synthesized.

In an exemplary embodiment of the present invention, the ionic liquid may be water-soluble. The catalyst according to an exemplary embodiment of the present invention is a water-soluble ionic liquid and is completely dissolved in water compared to copper chloride (CuCl) and a phase transfer catalyst (PTC) to improve reactivity, and an additional filter process or, It is economical because a reuse process for restoring the activity of the catalyst is unnecessary.

In addition, in an exemplary embodiment of the present invention, the ionic liquid is at least one selected from the group consisting of an imidazolium-based salt, a piperidinium-based salt, and a pyrrolidinium-based salt. Including a salt, the imidazolium (Imidazolium)-based salt includes an imidazolium cation and a halide anion, the piperidinium (Piperidinium)-based salt includes a piperidinium cation and a halide anion, , The pyrrolidinium salt may include a pyrrolidinium cation and a halide anion.

In one embodiment of the present disclosure, wherein the halide anion is fluoride anion (F ^-), chloride anion (Cl ^-), bromide anions (Br ^-), iodine anions (I ^-) anion to and tetrafluoroethane ( It is selected from) ^- BF _4.

In the present specification, the imidazolium cation, piperidinium cation and pyrrolidinium cation included in the imidazolium-based salt, piperidinium-based salt, and pyrrolidinium-based salt are each already It means that a functional group is bonded to a nitrogen atom of dazole, piperidine, and pyrrolidine to form a cation of a covalent bonding atom.In the present specification, the functional group is generally used if it is a group capable of covalently bonding with an N atom. It means a functional group to be used and is not specifically limited thereto, and may be substituted or unsubstituted with an additional substituent. Examples of the functional group in the present specification include a hydroxy group, an alkyl group, an aryl group, an arylalkyl group, an alkylaryl group, an alkoxy group, an aryloxy group, an ether group, a carbonyl group, an ester group, a carboxylic acid group, and an aromatic or aliphatic heterocyclic group. However, this is not limited.

In an exemplary embodiment of the present invention, the ionic liquid is 1,3-dimethylimidazolium bromide, 1-ethyl-3-methylimidazolium bromide, 1-propyl-3-methylimidazolium bromide, 1 -Butyl-3-methylimidazolium bromide, 1,3-dimethylimidazolium chloride, 1-ethyl-3-methylimidazolium chloride, 1-propyl-3-methylimidazolium chloride, 1-butyl-3 -Methylimidazolium chloride, N,N'-dimethylpiperidinium bromide, N-ethyl-N'-methylpiperidinium bromide, N-propyl-N'-methylpiperidinium bromide, N-butyl-N' -Methylpiperidinium bromide, N,N'-dimethylpiperidinium chloride, N-ethyl-N'-methylpiperidinium chloride, N-propyl-N'-methylpiperidinium chloride, N-butyl-N' -Methylpiperidinium chloride, N,N'-dimethylpyrrolidinium bromide, N-ethyl-N'-methylpyrrolidinium bromide,, N-propyl-N'-methylpyrrolidinium bromide, N-butyl-N '-Methylpyrrolidinium bromide, N,N'-dimethylpyrrolidinium chloride, N-ethyl-N'-methylpyrrolidinium chloride,, N-propyl-N'-methylpyrrolidinium chloride and N-butyl- It may include one or more selected from the group consisting of N'-methylpyrrolidinium chloride, but is not limited thereto.

In addition, this reaction is a bimolecular nucleophilic substitution (S _N 2 type reaction), and since the cation is not bulky compared to a phase transfer catalyst (PTC), there is little steric hindrance and resonance. Due to the effect (mesomeric effect), the movement of halide ions such as bromine ions and chlorine ions in the ionic liquid catalyst is relatively free. As a nucleophile, it acts as a synergistic effect in the reaction. Alcohol can be prepared.

In the present specification, the first basic aqueous solution and the second basic aqueous solution may be an aqueous solution containing an alkali metal or an alkaline earth metal, respectively, and in an exemplary embodiment of the present specification, the first basic aqueous solution and the second basic aqueous solution are Each includes at least one selected from the group consisting of sodium hydrogen carbonate, sodium carbonate, potassium hydroxide, sodium hydroxide, calcium hydroxide, and lithium hydroxide.

In an exemplary embodiment of the present invention, the first basic aqueous solution is preferably an aqueous sodium hydroxide solution.

In an exemplary embodiment of the present invention, the second basic aqueous solution is preferably an aqueous sodium carbonate solution.

In the exemplary embodiment of the present specification, the concentrations (w/w) of the first basic aqueous solution and the second basic aqueous solution are 1 wt% or more and 50 wt% or less, respectively.

Specifically, in an exemplary embodiment of the present invention, the concentration (w/w) of the first basic aqueous solution is 1 wt% or more and 30 wt% or less. When the concentration of the first basic aqueous solution is less than 1 wt%, the input amount for matching the number of moles of reaction with 2-methallyl chloride increases, resulting in a large production scale, and when the concentration of the first basic aqueous solution exceeds 30 wt%, In the hydrolysis reaction, the basicity of the reactant increases excessively, and by-products may increase during the hydrolysis reaction.

Further, specifically, in an exemplary embodiment of the present invention, the concentration (w/w) of the second basic aqueous solution is 10 wt% or more and 50 wt% or less. When the concentration of the second basic aqueous solution is less than 10 wt%, the yield may be reduced due to partial dissolution of 2-methallyl alcohol in the aqueous layer, and when the concentration of the second basic aqueous solution exceeds 50 wt%, the reaction cost is Can increase.

In an exemplary embodiment of the present invention, the content of 2-methallyl chloride in the first basic aqueous solution is 10 parts by weight or more and 100 parts by weight or less based on 100 parts by weight of the first basic aqueous solution. When the content of 2-methallyl chloride in the first basic aqueous solution is less than 10 parts by weight based on 100 parts by weight of the first basic aqueous solution, the reactant and catalyst in the aqueous solution do not sufficiently react with water, so that the ionic component is replaced with other ions or molecules. The S _N 2 reaction to be reduced may decrease the efficiency. In addition, when the content of 2-methallyl chloride in the first basic aqueous solution exceeds 100 parts by weight based on 100 parts by weight of the first basic aqueous solution, the production scale may increase and energy required to remove water may increase.

In an exemplary embodiment of the present invention, the content of the ionic liquid is 0.01 parts by weight or more and 0.5 parts by weight or less based on the 2-methallyl chloride. When the content of the ionic liquid is less than 0.01 parts by weight relative to 2-methallyl chloride, the reaction efficiency may decrease, and when the content of the ionic liquid exceeds 0.5 parts by weight relative to 2-methallyl chloride, the cost of the catalyst is excessive. And the reactivity may increase excessively, resulting in an increase in the amount of dimethallylether, a by-product. Dimetaallyl ether, which is a by-product, is azeotropically mixed with 2-methallyl alcohol, so that distillation and separation is difficult, and even if an extractant is used, the purity of 2-methallyl alcohol may be lowered.

In an exemplary embodiment of the present invention, the first step of reacting the first basic aqueous solution and 2-methallyl chloride in the presence of a catalyst is performed at a temperature of 60° C. or higher and 110° C. or lower. When the reaction temperature is less than 60° C., the reaction efficiency may decrease, and when the reaction temperature exceeds 110° C., the amount of dimethaallyl ether as a by-product increases or 2-methallyl alcohol becomes yellow.

In another exemplary embodiment, the first step of reacting the first basic aqueous solution and 2-methallyl chloride in the presence of a catalyst is reacted for 2 hours or more and 8 hours or less. When the reaction time is less than 2 hours, the reaction efficiency may decrease, and when it exceeds 8 hours, productivity decreases, and the amount of dimethaallyl ether as a by-product increases, making it difficult to provide high-purity 2-methallyl alcohol. , 2-methallyl alcohol becomes yellowish.

In an exemplary embodiment of the present invention, the third step of separating the oil layer into a downstream and an upstream using the difference in boiling point, and obtaining 2-metaallyl alcohol from the downstream, is at least 80° C. and 100 at normal pressure. It can be carried out through single distillation for 1 hour or more and 8 hours or less at a temperature of less than or equal to °C. When the temperature is less than 80° C. when performing the single distillation of the oil layer, it takes a lot of time to separate 2-methallyl chloride (bp: 70° C. to 72° C.) and the separation efficiency may be low, and the single distillation of the oil layer is performed. When the temperature exceeds 100° C., the 2-methallyl alcohol vaporizes, resulting in a lower yield or a yellow color.

In addition, if the single distillation of the oil layer is performed for less than 1 hour, the purity of 2-methallyl alcohol may be lowered, and if it exceeds 8 hours, the reaction time increases, and 2-methallyl chloride is decomposed, resulting in the emission of chlorine gas. This can increase, and polymerization of 2-methallyl alcohol can occur.

In another exemplary embodiment of the present invention, the step further comprising separating water and catalyst from the aqueous layer and recycling the separated catalyst to the first step is 110°C or more and 350°C or less at normal pressure. It can be carried out through single distillation for 1 hour or more and 8 hours or less at a temperature of. When performing the single distillation of the water layer, if the temperature is less than 110°C, the separation time may increase, and furthermore, the energy cost may increase due to the increase in the separation time, and if it exceeds 350°C, the energy cost is excessive. As the catalyst, which is an ionic liquid, is decomposed, the efficiency may decrease for reuse.

In addition, if the single distillation of the aqueous layer is performed in less than 1 hour, the separation efficiency of the aqueous layer may decrease, and if it exceeds 8 hours, the reaction time and energy cost increase, and the catalyst, which is an ionic liquid, is decomposed to allow reuse. Efficiency may be reduced.

Hereinafter, examples will be described in detail in order to describe the present invention in detail. However, the embodiments according to the present invention may be modified in various forms, and the scope of the present invention is not construed as being limited to the embodiments described below. The embodiments of the present specification are provided to more completely describe the present invention to those of ordinary skill in the art.

Example 1

90 g of 2-methallyl chloride, 270 g of 15% sodium hydroxide aqueous solution, and 0.09 g of 1-Butyl-3-methylimidazolium bromide were added to a batch reactor (0.4L, Titanium). The mixture was stirred at 500 rpm for 6 hours at °C. After cooling the product to room temperature, 30 wt% sodium carbonate (Na ₂ CO ₃ ) aqueous solution was added to completely separate the oil layer and the aqueous layer in a decanter. At this time, the oil layer was distilled at 80° C. for 3 hours under atmospheric pressure to obtain 2-metaallyl alcohol at the bottom. The purity of 2-methallyl alcohol was analyzed by gas chromatography, and the yield (the ratio of the amount actually obtained when 2-methallyl alcohol as the target material was obtained from 2-methallyl chloride as the raw material to the theoretical amount) was calculated. . The aqueous layer was distilled at 300° C. for 3 hours under atmospheric pressure to sufficiently evaporate water, and 1-butyl-3-methylimidazolium bromide was obtained. The 2-metaallyl chloride obtained from the top of the oil layer and 1-butyl-3-methylimidazolium bromide obtained from the aqueous layer were collected and reintroduced into a batch reactor.

Example 2

Same as in Example 1, except that 1-butyl-3-methylimidazolium chloride was used instead of 1-butyl-3-methylimidazolium bromide in Example 1 2-metaallyl alcohol was prepared by the method.

Example 3

Example 1, except that N-butyl-N'-methylpiperidinium bromide (N-Butyl-N'-methylPiperidinium bromide) was used instead of 1-butyl-3-methylimidazolium bromide in Example 1 2-metaallyl alcohol was prepared in the same manner as described above.

Example 4

Example 1, except that N-butyl-N'-methylpiperidinium chloride (N-Butyl-N'-methylPiperidinium chloride) was used instead of 1-butyl-3-methylimidazolium bromide in Example 1 2-metaallyl alcohol was prepared in the same manner as described above.

Example 5

Example 1, except that N-butyl-N'-methylpyrrolidinium bromide (N-Butyl-N'-methylpyrrolidinium bromide) was used instead of 1-butyl-3-methylimidazolium bromide in Example 1 2-metaallyl alcohol was prepared in the same manner as described above.

Example 6

Example 1, except that N-butyl-N'-methylpyrrolidinium chloride (N-Butyl-N'-methylpyrrolidinium chloride) was used instead of 1-butyl-3-methylimidazolium bromide in Example 1 2-metaallyl alcohol was prepared in the same manner as described above.

Comparative Example 1

2-methallyl alcohol was prepared in the same manner as in Example 1, except that octadecyltrimethylammonium chloride was used instead of 1-butyl-3-methylimidazolium bromide in Example 1.

Comparative Example 2

In Example 1, 2-methallyl alcohol was prepared in the same manner as in Example 1, except that copper chloride (CuCl) was used instead of 1-butyl-3-methylimidazolium bromide.

The conversion rates of 2-metaallyl chloride prepared in Examples 1 to 6, Comparative Examples 1 and 2, selectivity and yield of 2-methallyl alcohol are shown in Table 1 below.

division catalyst 2-metaallyl chloride
Conversion rate (%) 2-methallyl alcohol
Selectivity (%) 2-methallyl alcohol
yield(%) Example 1 1-butyl-3-methylimidazolium bromide 99.4 99.9 99.3 Example 2 1-butyl-3-methylimidazolium chloride 99.1 99.8 98.9 Example 3 N-butyl-N'-methylpiperidinium bromide 99.5 99.8 99.3 Example 4 N-butyl-N'-methylpiperidinium chloride 99.2 99.7 98.9 Example 5 N-butyl-N'-methylpyrrolidinium bromide 99.3 99.9 99.2 Example 6 N-butyl-N'-methylpyrrolidinium chloride 99.0 99.9 98.9 Comparative Example 1 Octadecyltrimethylammonium chloride 97.3 98.5 95.8 Comparative Example 2 Copper chloride 98.2 98.8 97.0

Looking at the results of Table 1, the production method according to an exemplary embodiment of the present specification is based on a one-step reaction, the conversion rate of 2-methallyl chloride is 99% or more, and selection of 2-methallyl alcohol It can be seen that the degree is more than 99.5%. In addition, it was confirmed that the production method according to an exemplary embodiment of the present invention can provide a high yield of 2-methallyl alcohol with 98.5% or more, which has a higher conversion rate, higher selectivity, and higher yield than other catalysts used in the prior art. It can be confirmed that it is a yield.

The manufacturing method according to an exemplary embodiment of the present invention is eco-friendly because there is little emission of chlorine gas when separating 2-methallyl chloride from the oil layer due to the high conversion rate of 2-methallyl chloride as shown in Table 1. % Or more high selectivity and high purity 2-methallyl alcohol can be obtained. In addition, the catalyst in the present invention can be continuously reused as a water-soluble ionic catalyst that is completely dissolved in an aqueous layer, and energy cost can be low by using steam energy as thermal energy.

In addition, the catalyst according to the exemplary embodiment of the present invention is economical because it is relatively inexpensive compared to the catalysts used in Comparative Examples 1 and 2.

Claims (12)

A first step of reacting a first basic aqueous solution and 2-methallyl chloride in the presence of a catalyst;
A second step of separating an oil layer and an aqueous layer by adding a second basic aqueous solution to the reacted product in the first step; And
A third step of separating the oil layer into a downstream stream and an upstream stream using the difference in boiling point, and obtaining 2-methallyl alcohol from the downstream stream; Including,
The catalyst is an ionic liquid (Ionic liquid) is a method for producing 2-methallyl alcohol. The method of claim 1,
In the third step, the method of producing 2-methallyl alcohol further comprising the step of recovering 2-methallyl chloride from the upstream and recycling it to the first step. The method of claim 1,
Separating water and a catalyst in the aqueous layer,
The method for producing 2-methallyl alcohol further comprising the step of recycling the separated catalyst to the first step. The method of claim 1,
The method for producing 2-methallyl alcohol wherein the ionic liquid is water-soluble. The method of claim 1,
The ionic liquid,
Including one or more salts selected from the group consisting of imidazolium-based salts, piperidinium-based salts, and pyrrolidinium-based salts,
The imidazolium-based salt includes an imidazolium cation and a halide anion,
The piperidinium salt includes a piperidinium cation and a halide anion,
The pyrrolidinium (Pyrrolidinium)-based salt is a method for producing 2-metaallyl alcohol containing a pyrrolidinium cation and a halide anion. The method of claim 5,
Which is selected from the halide anion is fluoride anion (F ^-), chloride anion (Cl ^-), bromide anions (Br ^-), iodine anions (I ^{- -)} and anion tetrafluoroborate (BF ₄₎ Method for producing 2-metaallyl alcohol. The method of claim 1,
The first and second basic aqueous solutions each contain at least one selected from the group consisting of sodium hydrogen carbonate, sodium carbonate, potassium hydroxide, sodium hydroxide, calcium hydroxide, and lithium hydroxide. . The method of claim 1,
The concentration (w/w) of the first basic aqueous solution and the second basic aqueous solution is 1 wt% or more and 50 wt% or less, respectively. The method of claim 1,
The content of 2-methallyl chloride in the first basic aqueous solution is 10 parts by weight or more and 100 parts by weight or less based on 100 parts by weight of the first basic aqueous solution. The method of claim 1,
The content of the ionic liquid is 0.01 parts by weight or more and 0.5 parts by weight or less based on the 2-methallyl chloride. The method of claim 1,
The first step of reacting the first basic aqueous solution and 2-methallyl chloride in the presence of a catalyst is performed at a temperature of 60° C. or higher and 110° C. or lower. The method of claim 1,
The third step is a method of producing 2-metaallyl alcohol that is carried out at a temperature of 80° C. or more and 100° C. or less at atmospheric pressure.

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