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Method for synthesizing 4,5-epoxy-alpha-ionone

A technology of ionone and synthesis method, which is applied in 4 fields, can solve the problems of many by-products, difficult recovery, low product selectivity, etc., and achieve the effect of simple process and no pollution to the environment

Inactive Publication Date: 2010-07-21
CENT SOUTH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Oxidation catalysts for olefins include metalloporphyrins, metallophthalocyanines, Schiff bases, and polymer carrier-supported, heteropolyacid-type catalysts, etc. These catalysts are difficult to prepare, high in cost, or have low product selectivity and by-products many, difficulty in recycling, etc.

Method used

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  • Method for synthesizing 4,5-epoxy-alpha-ionone
  • Method for synthesizing 4,5-epoxy-alpha-ionone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Add 20.0ml of α-ionone, 10.0ml of chloroform and 0.50g of Au / MCM-41 molecular sieve catalyst into the autoclave, feed 1.0Mpa oxygen, react at 60°C for 12h, and detect the reaction solution by GC-MS chromatography, α - The conversion of ionone is 98%, the selectivity of 4,5-epoxy-α-ionone is 75%.

Embodiment 2-4

[0018] According to the method and steps of Example 1, but the solvent used is ethanol, acetonitrile, acetone. The results are respectively: the conversion rate of α-ionone is 75%, the selectivity of 4,5-epoxy-α-ionone is 60%; the conversion rate of α-ionone is 91%, 4,5-epoxy The selectivity of -α-ionone was 63%; the conversion rate of α-ionone was 95%, and the selectivity of 4,5-epoxy-α-ionone was 70%.

Embodiment 5

[0020] According to the method and steps of Example 1, but the reaction time is 8h. The results were: the conversion rate of α-ionone was 81%, and the selectivity of 4,5-epoxy-α-ionone was 80%.

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Abstract

The invention provides a method for synthesizing 4,5-epoxy-alpha-ionone, which is characterized by adopting Au / MCM-41 as a catalyst and oxygen or air as an oxidant to carry out epoxidation on alpha-ionone to synthesize 4,5-epoxy-alpha-ionone. The invention has the following characteristics: the Au / MCM-41 is used as the catalyst which is easy to separate from the product and can be reused; the used oxidant is oxygen or air, producing no pollution to the environment; the 4,5-epoxy-alpha-ionone has high selectivity; and the method is simple and convenient and is an environment-friendly synthetic route.

Description

technical field [0001] The invention relates to a synthesis method of 4,5-epoxy-α-ionone. Background technique [0002] 4,5-Epoxy-α-ionone is an important class of spices, mainly used in tobacco, essence or additives, and has high application value. Especially used as tobacco spices, it has a significant flavoring effect on various cigarettes. As smoking and health problems are paid more and more attention to by people, the weak smoke taste caused by the reduction of coke needs to be compensated by synthetic tobacco flavorings. The main synthetic method of epoxy ionone is to use ionone as the chemical oxidation method of raw material, the oxidizing agent that adopts has peracetic acid, m-chloroperoxybenzoic acid, tert-butyl chromate etc., but due to the high cost and serious environmental pollution , high energy consumption, corrosion equipment, etc., has not yet been industrialized. [0003] There are many methods for epoxidation of olefins. Hydrogen peroxide and molecul...

Claims

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Application Information

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IPC IPC(8): C07D303/32C07D301/06
CPCY02A50/20
Inventor 彭志光唐有根刘洪涛
Owner CENT SOUTH UNIV
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