KR101487171B1 - Method for preparing 5-acetoxymethylfurfural using metal acetate salts and alkylammonium acetate salts - Google Patents

Abstract

The present invention relates to a process for preparing 5-acetoxy methyl furfural comprising the step of synthesizing 5-acetomethyl furfural by reacting 5-halomethyl furfural with a metal acetate salt and an alkylammonium acetate salt, Acetomethyl furfural, which is economical in terms of process cost and exhibits high reaction efficiency, can be provided by using a catalyst amount of alkylammonium acetate salt without using a base of 5-acetoxymethyl furfural.

Description

METHOD FOR PREPARING 5-ACETOXYMETHYLFURFURAL USING METAL ACETATE SALTS AND ALKYLAMMONIUM ACETATE SALTS Technical Field [1] The present invention relates to a method for producing 5-acetoxy methyl furfural,

The present invention relates to a process for preparing 5-acetoxymethyl furfural, and more particularly to a process for preparing 5-acetoxy methyl furfural using a metal acetate salt and an alkylammonium acetate salt, which are economical and highly efficient.

With the increase in global energy demand and the depletion of traditional energy sources, alternative energy development is now being watched. Among them, biomass is a renewable and quantitative biomass that has attracted much attention as seen in fuel production in biomass, an alternative energy development project conducted by the US Department of Energy. 5-Hydroxymethylfurfural (HMF) is one of the biomass-derived substances that can replace the petrochemical-based basic compounds that have already been produced and used. .

The synthesis of HMF is mainly reported through the dehydration reaction of hexane in the presence of a metal catalyst. However, they are difficult to be separated due to the use of a specific reaction solvent, commercialization due to difficult conditions such as anhydrous condition due to the use of a metal catalyst, There was a difficulty. As a method to solve this problem, the synthesis of 5-chloromethylfurfural (CMF), which is a precursor of HMF and its derivatives and has higher stability and higher synthesis yield, has been proposed by M. Mascal and EB Nikitin (Chem Sus Chem 2009, 2, 859;....... Angew Chem Int Ed 2008, 47, 7924).

5-acetoxymethylfurfural (AcHMF) is one of the main targets in the derivatization of HMF with CMF as the starting material. This is because it has high reactivity and polyfunctional structure due to its structural similarity with HMF, and has a large lipophilic property and is relatively stable. Therefore, it can replace HMF in the synthesis of monomers of furan family.

The method of synthesizing AcHMF from 5-chloromethylfurfural has been reported to use acetic acid and an inorganic base (US2008 / 221205 A1), but it has disadvantages in that the yield is not high and practicality is poor.

Therefore, in the production of 5-acetoxymethyl furfural using 5-chloromethyl furfural as a starting material, it is necessary to increase the yield and reduce the cost of the process, and to develop a mass production process accordingly.

SUMMARY OF THE INVENTION Accordingly, the present invention has been made in view of the above problems, and it is an object of the present invention to provide a process for preparing 5-acetoxymethyl furfural which can be used as a platform compound.

A second object of the present invention is to provide a process for producing 5-acetoxymethyl furfural which is economical and has a simple production process, high reaction yield and low process cost.

A third object of the present invention is to provide a process for producing 5-acetoxymethyl furfural which can use a biomass-derived material as a reaction raw material.

A fourth object of the present invention is to provide a process for producing 5-acetoxymethyl furfural which can use a relatively expensive alkylammonium salt as a catalyst in an excessive amount by using an inexpensive metal acetate salt.

As a technical means for accomplishing the above technical object, the present invention provides a process for producing 5-halomethyl furfural represented by the following formula 1 by reacting 5-halomethyl furfural with a metal acetate salt and an alkyl ammonium acetate salt to obtain 5-acetoxymethyl A process for preparing 5-acetoxy methyl furfural comprising the step of synthesizing furfural is provided.

 [Chemical Formula 1]

(2)

In Formula 1, X is any one selected from a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom,

이다.In the above formula (2), AcO represents

to be.

The alkylammonium acetate salt may be at least one selected from the group consisting of a primary ammonium acetate salt, a secondary ammonium acetate salt, a tertiary ammonium acetate salt, and a quaternary ammonium acetate salt.

The alkylammonium acetate salt may be at least one selected from alkylammonium acetate salts represented by Chemical Formula 3 and Chemical Formula 4 below.

(3)

[Chemical Formula 4]

In the above formulas (3) and (4)

R ¹ to R ⁶ are each independently a C1 to C10 straight-chain alkyl group, a C3 to C10 branched alkyl group, or a C3 to C14 cycloalkyl group,

이다.AcO

to be.

 The metal acetate salt may be at least one selected from the group consisting of an alkali metal and an acetate salt of an alkaline earth metal.

 The metal acetate salt may be at least one selected from the group consisting of lithium acetate, sodium acetate, potassium acetate, rubidium acetate, cesium acetate, francia acetate, magnesium acetate, calcium acetate, strontium acetate, barium acetate and radium acetate.

 The step of synthesizing the 5-acetoxymethyl furfural can be carried out in the organic solvent 1.

 The organic solvent 1 may be at least one selected from the group consisting of acetonitrile, propionitrile, adiponitrile, benzonitrile dimethyl ether, diethyl ether, dipropyl ether, dichloroethyl ether, diisopropyl ether, n-butyl ethyl ether, diisobutyl ether, Ethane, tetrahydrofuran, monochloromethane, dichloromethane, trichloromethane, tetrachloromethane, dichloromethane, trichloroethane, tetrachloromethane, dichloromethane, trichlorethylene, tetrachlorethylene, dichloropropane, trichloropropane, acetone, methyl Ethyl ketone, ethyl ethyl ketone, methyl acetate, ethyl acetate, propyl acetate and tert-butyl acetate.

 The process for preparing 5-acetoxymethyl furfural comprises separating 5-acetoxymethyl furfural of formula (2) by extraction with organic solvent 2 and water after synthesizing 5-acetoxy methyl furfural May be further included.

 The organic solvent 2 may be selected from the group consisting of diethyl ether, dichloroethyl ether, diisopropyl ether, n-butyl ether, diisobutyl ether, methylphenyl ether, tetrahydrofuran, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, Ethyl acetate, methyl cellosolve acetate, ethyl cellosolve acetate, diethyl cellosolve acetate, methyl ethyl carbitol, diethyl carbitol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol dimethyl Diethylene glycol methyl ether, diethylene glycol diethyl ether, propylene glycol methyl ether acetate, propylene glycol propyl ether acetate, dichloromethane, trichloromethane, toluene, xylene, methyl ethyl ketone, cyclohexanone, Methyl-2-pentanone, methyl-n-propyl Ketones, may be at least one member selected from methyl -n- butyl cannon, -n- methyl amyl ketone, and the group consisting of 2-heptanone.

 The amount of the alkylammonium acetate salt may be 0.01 to 1 equivalent based on 1 equivalent of 5-halomethyl furfural represented by the general formula (1).

 The metal acetate salt may be used in an amount of 1 to 100 equivalents based on 1 equivalent of 5-halomethyl furfural represented by the general formula (1).

 The step of synthesizing the 5-acetoxymethyl furfural may be carried out at -80 to 100 ° C.

 The step of synthesizing the 5-acetoxymethyl furfural can be carried out for 1 minute to 3 days.

Accordingly, the present invention can provide a method for producing 5-acetoxy methyl furfural which can be used as a platform compound such as HMF.

The present invention relates to a process for the preparation of 5-acetoxymethyl furfural from 5-halomethyl furfural by reducing the use of high-cost tetraalkylammonium acetate salts by a catalytic amount and by using excessively low-cost metal acetate salts It is possible to increase the synthesis yield of 5-acetoxymethyl furfural and reduce the cost, thereby improving the economical efficiency.

The present invention can provide a process for producing 5-acetoxymethyl furfural which can use a biomass-derived material as a reaction raw material.

Hereinafter, embodiments and examples of the present invention will be described in detail so that those skilled in the art can easily carry out the present invention.

It is to be understood, however, that the following description is not intended to limit the invention to the particular embodiments, but includes all modifications, equivalents, and alternatives falling within the spirit and scope of the invention. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS Hereinafter, the present invention will be described in detail with reference to the accompanying drawings.

The terminology used herein is for the purpose of describing particular embodiments only and is not intended to be limiting of the invention. The singular expressions include plural expressions unless the context clearly dictates otherwise. In the present application, the terms "comprises ", or" having ", and the like, specify that the presence of stated features, integers, steps, operations, elements, or combinations thereof, But do not preclude the presence or addition of one or more other features, integers, steps, operations, elements, or combinations thereof.

Hereinafter, embodiments of the present invention will be described in detail. However, it should be understood that the present invention is not limited thereto, and the present invention is only defined by the scope of the following claims. As used herein, unless otherwise defined, the term "alkyl group" means a straight, branched or cyclic aliphatic hydrocarbon group. The alkyl group may be a "saturated alkyl group" which does not contain any double or triple bonds.

The alkyl group may be an "unsaturated alkyl group" comprising at least one double bond or triple bond.

The alkyl group may be a C1 to C14 alkyl group. More specifically, it may be a C1 to C10 alkyl group or a C1 to C6 alkyl group.

For example, the C1 to C4 alkyl groups may have 1 to 4 carbon atoms in the alkyl chain, i.e., the alkyl chain may be optionally substituted with one or more substituents selected from the group consisting of methyl, ethyl, propyl, iso-propyl, n-butyl, Indicating that they are selected from the group.

Specific examples of the alkyl group include a methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, t-butyl group, pentyl group, hexyl group, ethenyl group, Butyl group, cyclopentyl group, cyclohexyl group, and the like.

5- Of acetoxymethyl furfural  Produce

As a technical means for accomplishing the above technical object, the present invention provides a process for producing 5-halomethyl furfural represented by the following formula 1 by reacting 5-halomethyl furfural with a metal acetate salt and an alkyl ammonium acetate salt to obtain 5-acetoxymethyl Acetoxy methyl furfural, comprising the step of synthesizing furfural.

[Chemical Formula 1]

(2)

In Formula 1, X is any one selected from a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom,

이다.In the above formula (2), AcO represents

to be.

The alkylammonium acetate salt may be at least one selected from the group consisting of a primary ammonium acetate salt, a secondary ammonium acetate salt, a tertiary ammonium acetate salt, and a quaternary ammonium acetate salt.

The alkylammonium acetate salt may be a primary ammonium acetate salt, a secondary ammonium acetate salt, a tertiary ammonium acetate salt, and a quaternary ammonium acetate salt. have.

In the present specification, the primary ammonium acetate salt may be a salt in which one hydrogen of ammonium ion (NH ₄ ⁺ ) is substituted with an alkyl group and a primary ammonium ion is combined with an acetate ion.

In the present specification, the secondary ammonium acetate salt is a salt in which two hydrogen atoms of ammonium ion (NH ₄ ⁺ ) are both substituted with an alkyl group and a salt of acetate ion is combined, or two ammonium ions (NH ₄ ⁺ ) Hydrogen may be a single hydrocarbon group containing carbon which double bonds with nitrogen of ammonium ion or a salt in which a secondary ammonium ion substituted with a hetero hydrocarbon group is combined with an acetate ion.

In the present specification, the tertiary ammonium acetate salt is a salt in which the three hydrogen atoms of the ammonium ion (NH ₄ ⁺ ) are all bonded to the tertiary ammonium ion and the acetate ion substituted with an alkyl group, or two ammonium ions (NH ₄ ⁺ ) Hydrogen may be a hydrocarbon group substituted with a hydrocarbon group or a hydrocarbon group containing a double bond with nitrogen of an ammonium ion, or a salt in which a tertiary ammonium ion substituted with an alkyl group is substituted with an acetate group. A specific example of the tertiary ammonium acetate salt is 1-ethyl-3-methylimidazolium acetate.

In the present specification, the quaternary ammonium acetate salt is a salt in which quaternary ammonium ions in which all four hydrogen atoms of ammonium ions (NH ₄ ⁺ ) are substituted with alkyl groups are combined with acetate ions, or two ammonium ions (NH ₄ ⁺ ) Hydrogen may be a single hydrocarbon or hetero-hydrocarbon group containing carbon which carries a double bond with the nitrogen of the ammonium ion, and a salt in which a quaternary ammonium ion in which all two hydrogens are substituted with an alkyl group is combined with an acetate ion. A specific example of the quaternary ammonium acetate salt is 1-ethyl-3-methylimidazolium acetate.

Means one to three heteroatoms selected from the group consisting of N, O, S and P in one functional group, and the remainder is carbon, unless otherwise defined.

Specifically, the alkylammonium acetate salt may be at least one selected from alkylammonium acetate salts represented by Chemical Formula 3 and Chemical Formula 4 below.

(3)

[Chemical Formula 4]

In the above formulas (3) and (4)

R ¹ to R ⁶ are each independently a C1 to C10 straight-chain alkyl group, a C3 to C10 branched alkyl group, or a C3 to C14 cycloalkyl group,

이다.AcO

to be.

The amount of the alkylammonium acetate salt may be 0.01 to 1 equivalent of the alkylammonium acetate salt to 1 equivalent of the 5-halomethyl furfural represented by the formula (1).

Wherein the metal acetate salt is selected from the group consisting of lithium acetate, sodium acetate, potassium acetate, rubidium acetate, cesium acetate, francium acetate, magnesium acetate, calcium acetate, strontium acetate, barium acetate, and rhodium acetate as an acetate salt of an alkali metal or alkaline earth metal ≪ / RTI >

 The metal acetate salt may be used in an amount of 1 to 100 equivalents of the metal acetate salt per equivalent of 5-halomethyl furfural represented by the general formula (1).

The step of synthesizing the 5-acetoxymethyl furfural can be carried out in the organic solvent 1.

Here, the organic solvent 1 is at least one selected from the group consisting of acetonitrile, propionitrile, adiponitrile, benzonitrile dimethyl ether, diethyl ether, dipropyl ether, dichloroethyl ether, diisopropyl ether, , Methylphenyl ether, tetrahydrofuran, monochloromethane, dichloromethane, trichloromethane, tetrachloromethane, dichloromethane, trichloroethane, tetrachloromethane, dichloromethane, trichlorethylene, dichloromethane, dichloromethane, trichloropropane, , Methyl ethyl ketone, ethyl ethyl ketone, methyl acetate, ethyl acetate, propyl acetate and tert-butyl acetate.

The amount of the alkylammonium acetate salt may be 0.01 to 1 equivalent of the alkylammonium acetate salt per 1 equivalent of the 5-halomethyl furfural represented by Formula 1. If the content of the alkylammonium acetate salt is less than 1 equivalent, The yield is lowered, and when the amount is more than 1 equivalent, the economical efficiency is lost.

The metal acetate salt may be used in an amount of 1 to 100 equivalents based on 1 equivalent of 5-halomethyl furfural represented by the general formula (1). If the content of the metal acetate salt is less than 1 equivalent, the reactants are not reacted at all, Exceeding 100 equivalents will result in economic loss.

The step of synthesizing 5-acetoxymethyl furfural may be carried out at -80 to 100 ° C, more preferably at 0 to 80 ° C. When the reaction is carried out at a temperature lower than -80 ° C, the reaction proceeds slowly, and when the reaction is carried out at a temperature higher than 100 ° C, the reaction proceeds too violently to produce a large amount of by-products due to the side reaction.

The step of synthesizing the 5-acetoxymethyl furfural can be carried out for 1 minute to 3 days, more preferably 10 minutes to 24 hours. If the synthesis reaction time is less than 1 minute, all of the starting materials may not react. If the synthesis reaction time exceeds 3 days, by-products may be generated.

Currently, it has been reported that acetic acid and inorganic bases are used to synthesize AcHMF from halomethylfurfural. However, this is not practical because the yield is not high, and it has a disadvantage of using a separate base.

The present invention improves the above disadvantages by using a metal acetate salt and a catalytic amount of alkylammonium acetate salt which can obtain a relatively high yield and price competitiveness.

It will be appreciated by those skilled in the art that the reaction is generally carried out at normal pressure, but it may be carried out by changing the pressure and the reaction time and temperature may be appropriately adjusted according to the changed pressure.

5- Of acetoxymethyl furfural  detach

Acetoxymethyl furfural can be prepared by synthesizing the 5-acetoxymethyl furfural with 5-acetoxy methyl furfural by dissolving 5-acetoxy methyl furfural in an organic solvent 2 and water to obtain 5- And isolating acetoxymethyl furfural.

The separation step through extraction of 5-acetoxymethyl furfural is briefly described as follows. This is a separation method using an alkylammonium halide present in a salt and 5-acetoxymethyl furfural having different solubilities.

The organic solvent 2 may be used in a variety of ways, but organic solvents having relatively high polarity may be used because 5-acetoxy methyl furfural may not be easily dissolved depending on the degree of polarity. Therefore, the organic solvent that can be used in the present invention is not an amine-based organic solvent but an organic solvent that does not mix well with water can be used.

Specific examples of the organic solvent 2 include diethyl ether, dichloroethyl ether, diisopropyl ether, n-butyl ether, diisobutyl ether, methylphenyl ether, tetrahydrofuran, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, Methyl ethyl ketone, methyl acetate, ethyl acetate, methyl cellosolve acetate, ethyl cellosolve acetate, diethyl cellosolve acetate, methyl ethyl carbitol, diethyl carbitol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, di Propylene glycol monomethyl ether, ethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol diethyl ether, propylene glycol methyl ether acetate, propylene glycol propyl ether acetate, dichloromethane, trichloromethane, toluene, xylene, methyl ethyl ketone, 4-hydroxy-4-methyl-2-phen Rice, methyl -n- propyl ketone, methyl butyl -n- cannon, -n- methyl amyl ketone, or can be used alone or in combination with 2-heptanone are not limited thereto.

The content of the organic solvent 2 used in the acid base extraction may be in the range of the same amount of water to 500 times, more preferably 10 to 100 times that of water. At this time, if the content of the organic solvent 2 is less than the same amount of water, extraction of 5-acetoxymethyl furfural is difficult, and if it exceeds 100 times of water, the extraction effect may be reduced.

The yield in the present invention is expressed by the following formula 1 unless otherwise stated.

[Formula 1]

Yield (%) = (actual yield / theoretical yield) X 100

The present invention can provide 5-acetoxymethyl furfural prepared according to the above-described preparation method.

Hereinafter, the structure of the present invention will be described more specifically by way of the following examples, but the present invention is not limited thereto.

[Example]

The present invention will be described in detail by way of examples, but the present invention is not limited to the following examples.

Example  One

0.145 g (1 mmol) of 5-chloromethyl furfural (CMF, compound I) was dissolved in acetonitrile as an organic solvent and 0.060 g (0.2 mmol) of tetrabutylammonium acetate was added to the round flask. And 0.271 g (3.3 mmol) of sodium acetate were placed and reacted at normal pressure and 40 ° C for 12 hours. After the reaction was completed, a small amount of water (5 ml) and ethyl acetate (2 x 20 ml portions) were added and extracted. The obtained organic layer was concentrated under reduced pressure to give 5-acetoxymethyl furfural (AcHMF, compound II) in the form of a pale yellow liquid. The yield of the product was 97%.

 The pale yellow liquid was confirmed to be the target by 1H-NMR, and the analysis data were as follows.

AcHMF: 1H NMR (400 MHz, CDCl 3) 9.65 (s, 1H), 7.25 (d, J = 3.6, 1H), 6.62 (d, J = 3.6, 1H), 5.13 (s, 2H), 2.12 (s , 3H)

Example  2

0.145 g (1 mmol) of 5-chloromethyl furfural (CMF, compound I) was dissolved in acetonitrile as an organic solvent and 0.060 g (0.2 mmol) of tetrabutylammonium acetate was added to the round flask. And 0.090 g (1.1 mmol) of sodium acetate were placed and reacted at normal pressure and 40 ° C for 2 days. After the reaction was completed, a small amount of water (5 ml) and ethyl acetate (20 ml each added twice) were extracted and extracted. The obtained organic layer was concentrated under reduced pressure to give 5-acetoxymethyl furfural (AcHMF, compound II) in the form of a pale yellow liquid. The yield of the product was 80%.

 The pale yellow liquid was confirmed to be the target by 1H-NMR, and the analysis data were as follows.

AcHMF: 1H NMR (400 MHz, CDCl 3) 9.65 (s, 1H), 7.25 (d, J = 3.6, 1H), 6.62 (d, J = 3.6, 1H), 5.13 (s, 2H), 2.12 (s , 3H)

Nuclear magnetic  Resonance analysis

Nuclear magnetic resonance analysis was performed on Bruker's AVIII 400 (1H-400 MHz) after each product was dissolved in deuterated chloroform (CDCl ₃ ) containing 0.05% of internal standard tetramethylsilane (TMS).

As described above, the reaction using the metal acetate salt and the catalytic amount of the alkylammonium acetate salt in the present invention can achieve a high yield of AcHMF with high added value, and the manufacturing cost can be reduced. This can be attributed to the fact that the reaction can proceed by using an alkylammonium acetate salt having a high solubility in an organic solvent as a nucleophile as a catalyst, and AcHMF is easy to be extracted because of its high lipophilicity.

It will be understood by those skilled in the art that the foregoing description of the present invention is for illustrative purposes only and that those of ordinary skill in the art can readily understand that various changes and modifications may be made without departing from the spirit or essential characteristics of the present invention. will be. It is therefore to be understood that the above-described embodiments are illustrative in all aspects and not restrictive. For example, each component described as a single entity may be distributed and implemented, and components described as being distributed may also be implemented in a combined form.

The scope of the present invention is defined by the appended claims rather than the detailed description and all changes or modifications derived from the meaning and scope of the claims and their equivalents are to be construed as being included within the scope of the present invention do.

Claims (13)

Reacting 5-halomethyl furfural represented by the following formula 1 with a metal acetate salt and an alkyl ammonium acetate salt to synthesize 5-acetoxy methyl furfural represented by the following formula 2,
The step of synthesizing the 5-acetoxymethyl furfural is carried out at -80 to 100 캜 in the organic solvent 1,
The step of synthesizing 5-acetoxymethyl furfural is carried out in organic solvent 1,
The organic solvent 1 may be at least one selected from the group consisting of acetonitrile, propionitrile, adiponitrile, benzonitrile dimethyl ether, diethyl ether, dipropyl ether, dichloroethyl ether, diisopropyl ether, n-butyl ethyl ether, diisobutyl ether, Ethane, tetrahydrofuran, monochloromethane, dichloromethane, trichloromethane, tetrachloromethane, dichloromethane, trichloroethane, tetrachloromethane, dichloromethane, trichlorethylene, tetrachlorethylene, dichloropropane, trichloropropane, acetone, methyl Acetoxymethyl furfural is at least one selected from the group consisting of ethyl ketone, ethyl ethyl ketone, methyl acetate, ethyl acetate, propyl acetate and tert-butyl acetate.
[Chemical Formula 1]

(2)

In Formula 1, X is any one selected from a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom,
In the above formula (2), AcO represents

to be. The method of claim 1, wherein the alkylammonium acetate salt is at least one selected from the group consisting of a primary ammonium acetate salt, a secondary ammonium acetate salt, a tertiary ammonium acetate salt, and a quaternary ammonium acetate salt. A process for preparing oxymethyl furfural. The method according to claim 1, wherein the alkylammonium acetate salt is at least one selected from the group consisting of alkylammonium acetate salts represented by Chemical Formula 3 and Chemical Formula 4.
(3)

[Chemical Formula 4]

In the above formulas (3) and (4)
R ¹ to R ⁶ are each independently a C1 to C10 straight-chain alkyl group, a C3 to C10 branched alkyl group, or a C3 to C14 cycloalkyl group,
AcO

to be. The process according to claim 1, wherein the metal acetate salt is at least one selected from the group consisting of an alkali metal and an acetate salt of an alkaline earth metal. 5. The method of claim 4 wherein said metal acetate salt is selected from the group consisting of lithium acetate, sodium acetate, potassium acetate, rubidium acetate, cesium acetate, francia acetate, magnesium acetate, calcium acetate, strontium acetate, barium acetate, Acetoxymethyl furfural. ≪ / RTI > delete delete The method for producing 5-acetoxymethyl furfural according to claim 1, wherein the 5-acetoxymethyl furfural is synthesized by 5-acetoxymethyl furfural of formula (2) through extraction with organic solvent 2 and water, Further comprising separating the fuller,
The organic solvent 2 may be selected from the group consisting of diethyl ether, dichloroethyl ether, diisopropyl ether, n-butyl ether, diisobutyl ether, methylphenyl ether, tetrahydrofuran, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, Ethyl acetate, methyl cellosolve acetate, ethyl cellosolve acetate, diethyl cellosolve acetate, methyl ethyl carbitol, diethyl carbitol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol dimethyl Diethylene glycol methyl ether, diethylene glycol diethyl ether, propylene glycol methyl ether acetate, propylene glycol propyl ether acetate, dichloromethane, trichloromethane, toluene, xylene, methyl ethyl ketone, cyclohexanone, Methyl-2-pentanone, methyl-n-propyl Ketone, methyl -n- butyl cannon, -n- methyl amyl ketone and the process for producing a 2-heptyl 5-acetoxy-methyl furfural, characterized in that at least one member selected from the group consisting of heptanone. delete The process for producing 5-acetoxy methyl furfural according to claim 1, wherein 0.01 to 1 equivalent of the alkyl ammonium acetate salt is used per 1 equivalent of 5-halomethyl furfural represented by the formula (1) Way. The process for producing 5-acetoxy methyl furfural according to claim 1, wherein the metal acetate salt is used in an amount of 1 to 100 equivalents based on 1 equivalent of 5-halomethyl furfural represented by the formula . delete The process for preparing 5-acetoxymethyl furfural according to claim 1, wherein the step of synthesizing 5-acetoxymethyl furfural is carried out for 1 minute to 3 days.