CN104030902A - New production technique of 2-methyl-2-pentenylaldehyde - Google Patents
New production technique of 2-methyl-2-pentenylaldehyde Download PDFInfo
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- CN104030902A CN104030902A CN201410269581.9A CN201410269581A CN104030902A CN 104030902 A CN104030902 A CN 104030902A CN 201410269581 A CN201410269581 A CN 201410269581A CN 104030902 A CN104030902 A CN 104030902A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
- C07C45/74—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with dehydration
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention provides a new production technique of 2-methyl-2-pentenylaldehyde, which comprises the following steps: stirring propanal in a mixed solution composed of one inorganic alkali and one carbonate at normal temperature to perform aldol condensation reaction, directly standing for stratification and separation in the reaction kettle, collecting an oil phase, and distilling the oil phase under reduced pressure in a distillation tower to obtain the 2-methyl-2-pentenylaldehyde. The 2-methyl-2-pentenylaldehyde has the following advantages: (1) accessible production raw materials and stable reaction: the catalyst is the common mixed solution of alkali and carbonate, and thus, the concentration of the alkali-containing solution is lower, and the reaction process is mild and stable; (2) simple operation and low energy consumption: the reaction is performed at normal temperature without especially regulating the temperature; the energy consumption is obviously lowered due to the use of reduced pressure distillation; no solvent is used in the reaction process, thereby saving the step of solvent recovery; the standing and separation are directly performed in the reaction kettle, thereby simplifying the operation and further lowering the energy consumption; and (3) high product purity, high yield and fewer high-boiling substances.
Description
Technical field
The present invention relates to a kind of new process of production of fine chemical product 2-methyl-2-pentenal serving.
Background technology
2-methyl-2-pentenals is the important intermediate of synthetic strawberriff (2-methyl-2-pentenoic acid), and strawberriff is a kind of have sweet berry sample fruit fragrance and flavouring agent of fragrance, there is the feature of strawberry aroma, therefore can be used in the various food that needs strawberry odor type.
Mainly containing that current 2-methyl-2-pentenal serving production method is openly reported is following several:
1, the people such as Zhang Hong proposed to synthesize using aqueous sodium hydroxide solution as catalyzer 2-methyl-2-pentenal serving in " new synthetic process of 2-methyl-2-pentenal serving " literary composition in 2005, carried out 2-methyl-2-pentenal serving residual in aqueous phase extracted with ether, used MgSO
4the dry oil phase merging, steams except ether, collects 136 DEG C ~ 140 DEG C cuts, obtains 2-methyl-2-pentenal serving.The method to use ether etc. volatile, have narcotic organic solvent, danger is larger; And it adopts air distillation to obtain product, and energy consumption is higher.
2, publication number be CN102344349A disclose a kind of by liquid propionic aldehyde under the catalysis of hydrotalcite solid base, there is aldol reaction, the rear separation of mix products collection still collection of then making by pressing water-and-oil separator, isolated oil phase makes 2-methyl-2-pentenal serving after rectifying tower rectifying.But its shell and tube catalyticreactor is vertical direction, temperature of reaction need be controlled at 28-40 DEG C, speed that propionic aldehyde passes through, be relatively difficult to control with the duration of contact of catalyzer and the degree of reacting, the absolute pressure of rectifying tower top is 6-8kPa, tower top temperature is 90 DEG C of 70-, the temperature of tower reactor is 120 DEG C of 100-, and energy consumption is higher.Need in addition water-and-oil separator to collect still and separate, cause flow process longer, the problem such as operation is comparatively complicated, and energy consumption is higher.
3, publication number is that CN103613488A discloses and a kind of propionic aldehyde, nitrogenous organic base mixed with organic acid, and stirring is reacted, and adds water washing, obtains 2-methyl-2-pentenal serving.But its nitrogenous base used is one or more in piperidines, morpholine and Pyrrolidine, and organic acid is formic acid, acetic acid, propionic acid etc., and price is more expensive, dripping organic acid temperature is 0 DEG C ~ 40 DEG C, and temperature control requirement is higher.
Above method exists reaction raw materials price higher, is of little use, and temperature of reaction control requires tighter, the problems such as rectification temperature height; Exist in addition flow process longer, the problem such as operation is comparatively complicated, and energy consumption is higher.
Summary of the invention
The technical problem to be solved in the present invention is: the new process of production that a kind of 2-methyl-2-pentenal serving is provided, propionic aldehyde is stirred and carries out aldol reaction under normal temperature in a kind of mineral alkali and a kind of carbonate mixed salt solution, directly in reactor, stratification separates, collect oil phase and after distillation tower underpressure distillation, make 2-methyl-2-pentenal serving, the present invention has easy and simple to handle, and product yield is high, and purity is high, low power consumption and other advantages, has solved the most problems that exist in above-mentioned technology.
The technical scheme solving the problems of the technologies described above is: a kind of new process of production of 2-methyl-2-pentenal serving, comprises the following steps:
(1), be that 1-3:1 calculates the water yield by the weight ratio of water and propionic aldehyde, water is added in reactor, then adds respectively a kind of mineral alkali and a kind of carbonate salt to be configured to respectively containing alkali 0.1-0.8% with containing the mixed-alkali solution of carbonate salt 1-4% by the water yield;
(2) the chuck recirculated water of, opening reactor is incubated;
(3), open the stirring of reactor, measure after propionic aldehyde stream in the ratio of (1) and add propionic aldehyde and enter reactor;
(4), add after propionic aldehyde, make its naturally cooling, continue reaction 1-2h, process sampling is analyzed, when product 2-methyl-2-pentenal serving content >=95%, when raw material propionic aldehyde content≤1%, termination reaction;
(5), stop stirring, stratification 10-30 minute, releases the alkali lye water layer of bottom, after upper oil phase product washing, is retained in reactor;
(6), start distillation tower on reactor, control Distallation systm vacuum between-0.090 ~-0.095Mpa;
(7), unlatching reacting kettle jacketing steam is warmed up to 70 ~ 95 DEG C by reactor, and keeps;
(8), collect the material distilling out and be 2-methyl-2-pentenal serving.
Alkali described in step (1) is sodium hydroxide or potassium hydroxide, and described carbonate salt is sodium carbonate or salt of wormwood.
The new process of production of a kind of 2-methyl-2-pentenal serving of the present invention compared with prior art has easy and simple to handle, and product yield is high, and purity is high, and low power consumption and other advantages is specifically described below.
(1), raw materials for production are easy to get, reacting balance: the catalyzer of use is conventional mineral alkali and carbonate salt mixed solution, because of lower containing alkaline concentration, reaction process is steadily gentle, and two kinds of mineral alkalis and salt can be by different proportional arrangement.
(2), easy and simple to handle, energy consumption is low: reaction only need to carry out under normal temperature, do not need special regulating and controlling temperature; Use underpressure distillation, both significantly fallen distillation temperature, improved again separating effect, Energy Intensity Reduction is remarkable; In reaction process, do not use solvent, reduced the step that reclaims solvent, directly standing separation in reactor, not only simplifies the operation but also further reduced energy consumption.
(3), product purity is high, productive rate is high, high boiling material is few: the 2-methyl-2-pentenal serving product purity that the present invention produces all reaches more than 98.8%, and overall productivity is in 95% left and right, and the high boiling material of by-product is little, only has 1% left and right.
Below, the technical characterictic of the new process of production of a kind of 2-methyl-2-pentenal serving to the present invention is described further in conjunction with the accompanying drawings and embodiments.
Brief description of the drawings
Fig. 1: the production equipment of the present invention's 2-methyl-2-pentenal serving.
In figure: 1-reactor, 2-propionic aldehyde charging opening, 3-water charging opening, 4-distillation tower, 5-olefine aldehydr Receiving bin, 6-buck receiving tank.
Embodiment
Embodiment 1:
A new process of production for 2-methyl-2-pentenal serving, comprises the following steps:
(1), 500L Living Water is added in 1000L reactor 1, then add respectively 1.0Kg NaOH and 7.5Kg K
2cO
3be configured to the 0.2%NaOH aqueous solution and 1.5% K
2cO
3aqueous solution liquid.
(2) the chuck recirculated water (water is normal temperature) of, opening 1000L reactor 1 is incubated, aldol reaction is thermopositive reaction, the recirculated water that passes into normal temperature at reacting kettle jacketing is to prevent that reactor temperature is overheated, production process does not need to measure especially temperature, as long as the recirculated water that passes into normal temperature at reacting kettle jacketing just can meet technical requirements.
(3), open the stirring of reactor, measure 250 Kg propionic aldehyde, stream adds propionic aldehyde and enters reactor, observes and record temperature, pressure, provides reference for producing.
(4), add after propionic aldehyde, make its naturally cooling, continue reaction 1-2h, process sampling does gas chromatographic analysis, when product 2-methyl-2-pentenal serving content >=95%, when raw material propionic aldehyde content≤1%, termination reaction.
(5), stratification 20 minutes, by visor at the bottom of observing response still, the alkali lye water of bottom is entered to buck receiving tank 6, upper oil phase product is washed neutrality and is retained in reactor.
(6), start distillation tower 4 on reactor, control Distallation systm vacuum between-0.090 ~-0.095Mpa.
(7), unlatching reacting kettle jacketing steam is warmed up to 70 ~ 95 DEG C (now reactor is simultaneously as distillation tower reactors) using reactor, and keeps.
(8), directly all extraction, in olefine aldehydr Receiving bin 5, is 2-methyl-2-pentenal serving.After distillation, (being that distillation tower is without thing extraction), puts down a small amount of high boiling point raffinate in reactor, waits until processing.
(9), the alkali lye water collected of step (5) is reusable, but needs suitably to supplement part alkali, and its strength of solution is remained unchanged.
Embodiment 2:
A new process of production for 2-methyl-2-pentenal serving, comprises the following steps:
(1), 450L Living Water is added in 1000L reactor, then add respectively 1.8KgKOH and 9.0Kg NaCO
3be configured to the 0.4%KOH aqueous solution and 2.0% NaCO
3aqueous solution liquid.
(2) the chuck recirculated water of, opening 1000L reactor is incubated.
(3), open the stirring of reactor, measure 300 Kg propionic aldehyde, stream adds propionic aldehyde and enters reactor, observes and record temperature, pressure.
(4), add after propionic aldehyde, make its naturally cooling, continue reaction 1-2h, process sampling is analyzed, when product 2-methyl-2-pentenal serving content >=95%, when raw material propionic aldehyde content≤1%, termination reaction.
(5) stratification 25 minutes, enters buck receiving tank by visor at the bottom of observing response still by the alkali lye water layer of bottom, and upper oil phase product is washed neutrality and is retained in reactor.
(6), start distillation tower on reactor, control Distallation systm vacuum between-0.090 ~-0.095Mpa.
(7), unlatching reacting kettle jacketing low-pressure steam is warmed up to 70 ~ 95 DEG C by reactor, and keeps.
(8), collect the material distilling out and be 2-methyl-2-pentenal serving.After distillation, a small amount of high boiling point raffinate in reactor is put down, wait until processing.
(9), the alkali lye water collected of step (5) is reusable, but needs suitably to supplement part alkali, and its strength of solution is remained unchanged.
Mineral alkali of the present invention can be sodium hydroxide, potassium hydroxide, can be the solid such as sodium carbonate, salt of wormwood Industrial Salt containing carbonate salt, and solid sodium hydroxide wherein can replace in proportion with 32% sodium hydroxide liquid caustic soda.
Claims (2)
1. a new process of production for 2-methyl-2-pentenal serving, is characterized in that: comprise the following steps:
(1), be that 1-3:1 calculates the water yield by the weight ratio of water and propionic aldehyde, water is added in reactor, then adds respectively a kind of mineral alkali and a kind of carbonate salt to be configured to respectively containing alkali 0.1-0.8% with containing the mixed-alkali solution of carbonate salt 1-4% by the water yield;
(2) the chuck recirculated water of, opening reactor is incubated;
(3), open the stirring of reactor, measure after propionic aldehyde stream in the ratio of (1) and add propionic aldehyde and enter reactor;
(4), add after propionic aldehyde, make its naturally cooling, continue reaction 1-2h, process sampling is analyzed, when product 2-methyl-2-pentenal serving content >=95%, when raw material propionic aldehyde content≤1%, termination reaction;
(5), stop stirring, stratification 10-30 minute, releases the alkali lye water layer of bottom, after upper oil phase product washing, is retained in reactor;
(6), start distillation tower on reactor, control Distallation systm vacuum between-0.090 ~-0.095Mpa;
(7), unlatching reacting kettle jacketing steam is warmed up to 70 ~ 95 DEG C by reactor, and keeps;
(8), collect the material distilling out and be 2-methyl-2-pentenal serving.
2. the new process of production of a kind of 2-methyl-2-pentenal serving according to claim 1, is characterized in that: the mineral alkali described in step (1) is sodium hydroxide or potassium hydroxide, and described carbonate salt is sodium carbonate or salt of wormwood.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410269581.9A CN104030902A (en) | 2014-06-05 | 2014-06-17 | New production technique of 2-methyl-2-pentenylaldehyde |
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|---|---|---|---|
| CN201410246453.2 | 2014-06-05 | ||
| CN201410246453 | 2014-06-05 | ||
| CN201410269581.9A CN104030902A (en) | 2014-06-05 | 2014-06-17 | New production technique of 2-methyl-2-pentenylaldehyde |
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| CN104030902A true CN104030902A (en) | 2014-09-10 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2020040892A1 (en) * | 2018-08-22 | 2020-02-27 | Eastman Chemical Company | Method for catalytic production of refined enal products from an aldehyde feed stream using a single enclosed unit |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102653510A (en) * | 2011-03-04 | 2012-09-05 | 上海爱普植物科技有限公司 | Production method of 2-methyl-2-pentenoic acid |
-
2014
- 2014-06-17 CN CN201410269581.9A patent/CN104030902A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102653510A (en) * | 2011-03-04 | 2012-09-05 | 上海爱普植物科技有限公司 | Production method of 2-methyl-2-pentenoic acid |
Non-Patent Citations (1)
| Title |
|---|
| 翁文等: "K2CO3/Al2O3催化丙醛缩合制备2-甲基-2-戊烯醛", 《应用化学》, vol. 36, no. 9, 30 September 2007 (2007-09-30), pages 877 - 878 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2020040892A1 (en) * | 2018-08-22 | 2020-02-27 | Eastman Chemical Company | Method for catalytic production of refined enal products from an aldehyde feed stream using a single enclosed unit |
| CN112585112A (en) * | 2018-08-22 | 2021-03-30 | 伊士曼化工公司 | Process for the catalytic production of a purified enal product from an aldehyde feed stream using a single enclosed apparatus |
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Application publication date: 20140910 |