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Gamma-3-hexenyl-gamma-butyrolactone synthesis method

A synthetic method and technology of butyrolactone, which is applied in the direction of organic chemistry, can solve the problems of inconvenient source of raw materials and low yield, and achieve the effects of low production cost, easy operation and low price

Inactive Publication Date: 2013-11-27
SHANGHAI INST OF TECH +1
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The object of the present invention provides a kind of synthetic method of gamma-3-hexenyl-gamma-butyrolactone in order to solve above-mentioned raw material source inconvenience, and yield is not high etc., and this synthetic method has raw material source extensive, Easy to operate, high reaction yield, etc.

Method used

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Embodiment 1

[0028] A kind of synthetic method of gamma-3-hexenyl-gamma-butyrolactone, specifically comprises the steps:

[0029] (1), Synthesis of 4-oxo-7-decenoic acid intermediate

[0030] In the reactor, add 100g (1.0mol) of succinic anhydride, 11g (0.05mol) of copper bromide and 600ml of tetrahydrofuran to obtain a mixed solution, and cool to -20°C;

[0031] Keep the temperature at -20°C, add a solution consisting of 172g (1.2mol) of 1-chloro-cis-3-hexene magnesium and 200ml tetrahydrofuran dropwise into the above mixture within 2 hours, and continue to control the temperature at - 20°C, carry out Grignard reaction for 2 hours, add 1N hydrochloric acid to the obtained reaction solution to adjust the pH=2, then filter, the obtained filtrate is extracted with chloroform, and the obtained organic layer is sequentially washed with a 10% mass percent concentration of sodium bisulfite aqueous solution 1. After washing with saturated brine, dry with anhydrous sodium sulfate, and distill the...

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Abstract

The present invention discloses a gamma-3-hexenyl-gamma-butyrolactone synthesis method, which comprises: adopting copper bromide or copper iodide as a catalyst, adopting tetrahydrofuran as a solvent, and carrying out a grignard reaction of succinic anhydride and 1-chloro-cis3-hexene magnesium to obtain an intermediate 4-oxo-7-decenoic acid; under a basic condition, adopting potassium borohydride to reduce the obtained intermediate 4-oxo-7-decenoic acid into 4-hydroxy-7-decenoic acid; and under an acid condition, carrying out a lactonization reaction on the 4-hydroxy-7-decenoic acid to obtain gamma-3-hexenyl-gamma-butyrolactone. The synthesis method has characteristics of wide raw material source, low production cost, high yield, high product purity, simple preparation method and easy operation, and is suitable for industrial production, wherein the yield of the final product gamma-3-hexenyl-gamma-butyrolactone is up to 67.5%, and the purity is up to 99.2%.

Description

technical field [0001] The invention relates to a method for synthesizing novel lactone fragrance γ-3-hexenyl-γ-butyrolactone. Background technique [0002] γ-3-Hexenyl-γ-butyrolactone is a kind of food spice with natural fruity and milky aroma. It naturally exists in apples and other fruits. It can be used as a high-grade fruity and milky aroma raw material for various Food formulations, cosmetics, perfumes, can be combined with existing formulations. It can be used as the main spice for blending fruity and milky flavors in various foods, such as: butter milk, cheese, candy, cream, salad dressing, milk chocolate, beverages, lactic acid bacteria beverages, ice cream or sorbet, edible oils, etc. It can be used as a main spice in frozen desserts, pastries, and bread. At the same time, it can also be used in beverages with low alcohol level. As a daily chemical fragrance, it can be used in cosmetics, perfumes, shampoos, detergents, air fresheners, bath salts, etc. [0003] ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/33
Inventor 戴晖陆欢
Owner SHANGHAI INST OF TECH
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