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Production method of 2-methyl-2-pentenoic acid

A production method and technology of pentenoic acid are applied to the production process of 2-methyl-2-pentenoic acid and the production field of essence, can solve the problems of no obvious advantage, increased production cost and high production cost, and achieve the source of raw materials The effect of easy, small equipment investment and short production cycle

Inactive Publication Date: 2012-09-05
SHANGHAI AIPU VEGETABLE TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This process improves the synthesis method of 2-methyl-2-pentenal, and uses isopropyl ether as solvent. Although the process is simple, the production cost is high
[0012] In addition, there is an air oxidation method, generally using manganese, cobalt and nickel acetate as a catalyst, but the conversion rate of this method is low, although the unoxidized 2-methyl-2-pentenal can be recovered and reacted again, But it will still cause a certain loss, which will increase the production cost, and the actual industrial production application has no obvious advantages

Method used

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  • Production method of 2-methyl-2-pentenoic acid
  • Production method of 2-methyl-2-pentenoic acid
  • Production method of 2-methyl-2-pentenoic acid

Examples

Experimental program
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Effect test

Embodiment 1

[0034] (1) In a 2L four-neck flask, add 900mL of NaOH solution with a solubility of 0.30mol / L, stir mechanically, and cool to about 5°C. Then 140 g (2.4 mol) of propionaldehyde was added dropwise, and the addition was completed in about 0.5 h (maintained at about 5°C during the period). After the addition, the ice bath was removed, and the water bath was controlled at 20-25°C. Stir vigorously at this temperature for 8h. After static separation, the upper organic layer was washed once with 15 ml of saturated brine, and then dried over anhydrous Na2SO4 to obtain 221 g of the crude product of aldehyde, which was distilled under reduced pressure, with a yield of 93.5%.

[0035] (2) In a 2L four-necked flask, add 1.20mol (118.2g) of 2-methyl-2pentenal, NaH2PO4 solution (80.0g, 480mL water), cool to 5°C in an ice-water bath, drop (1.26mol , 30%, 143mL) of H2O2 and 80% NaClO2 solution (1.26mol, 142g, 400mL of water). After the dropwise addition is completed, keep warm and stir at ...

Embodiment 2

[0039] Step (1) is identical with embodiment 1.

[0040] (2) In a 5L four-necked flask, add 2.40mol (236.4g) of 2-methyl-2pentenal, NaH2PO4 solution (100.0g, 960mL water), cool to 10°C in an ice-water bath, drop (2.88mol , 30%, 326.4mL) of H2O2 and a content of 80% NaClO2 solution (2.88mol, 325.8g, 2500mL of water). After the dropwise addition, the ice bath was removed and stirred at 10°C for 8h. Keep the pH between 4.8 and 5.0. Slowly add 170g anhydrous Na SO after reaction finishes, until starch potassium iodide test paper does not change color. Acidify to pH=2~3 with hydrochloric acid. Stand to separate the layers, and wash once with 100 mL of saturated brine to obtain 210 g of the upper organic phase.

[0041] (3) 210 g of the upper organic phase was subjected to vacuum distillation, and the fraction at 89 to 92° C. / 1 mmHg was collected to obtain 124 g of the crude product of strawberry acid.

[0042] (4) Recrystallization: Add 40 ml of petroleum ether alkanes after t...

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Abstract

The invention discloses a production technique of 2-methyl-2-pentenoic acid. The 2-methyl-2-pentenoic acid is widely used in flavoring essences. The production method provided by the invention comprises the following steps: carrying out aldol condensation reaction on the propanal as the initial raw material under alkaline conditions, and oxidizing the intermediate 2-methyl-2-valeraldehyde in water to obtain the target product. The technique disclosed by the invention is characterized in that water is utilized to substitute the traditional organic solvent in the reaction process. Thus, the invention has the advantages of mild reaction conditions, small environmental pollution, simple technological operation, low equipment investment, accessible raw materials and short production cycle, and is a promising production technique.

Description

technical field [0001] The invention belongs to the field of fine chemical industry, in particular to the production method of essence, and relates to the production technology of 2-methyl-2-pentenoic acid. Background technique [0002] 2-Methyl-2-pentenoic acid is also known as "strawberry acid". Strawberry acid has a sweet, berry-like aroma and aroma, especially rich in strawberry aroma, and is widely used in food flavors. There are two isomers of 2-methyl-2-pentenoic acid, and the trans-isomer has a better aroma. Its production method mainly uses propionaldehyde as raw material: [0003] So far, the known production process of 2-methyl-2-pentenoic acid mainly contains the following types: [0004] (1) U.S. Patent No. 3,162,682 (1959) discloses a production method of 2-methyl-2-pentenoic acid. [0005] Using α, β-unsaturated aldehydes to undergo disproportionation reaction under the action of silver catalyst to generate α, β-unsaturated alcohols and acids, the equation ...

Claims

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Application Information

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IPC IPC(8): C07C57/03C07C51/16
Inventor 孟宪乐朱为宏陈宇
Owner SHANGHAI AIPU VEGETABLE TECH
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