Megatonistrienone synthesis technology

Abstract

The invention provides a megastigmatrienone synthesis technology. The technology is characterized in that alpha-ionone sequentially undergoes sodium borohydride reduction, acetic anhydride esterification, chromic oxide allylic oxygenation, hydrolysis, cracking and vacuum rectification to obtain megastigmatrienone, and sulfuric acid is substituted with potassium carbonate used as a reaction catalyst in the chromic oxide allylic oxygenation step; and phosphoric acid is used as a cracking catalyst in the cracking stage. The technology has the advantages of mild controllable reaction, effective guaranteeing of the olefinic bond in enol from being destroyed, reduction of side reactions, increase of the esterification yield by 12-15% through prolonging the reflux reaction time, and obvious improvement of the yield, and the product has the advantages of transparent color, pure aroma and high content.

Description

technical field [0001] The invention relates to a process for synthesizing macrostigmatrienone. Background technique [0002] At present, macrostigmatrienone is an important aroma-inducing compound in tobacco, which has tobacco aroma and spicy base rhyme, and is an indispensable spice in cigarette manufacturing. But its content in natural plants is very small. Macrostigmatrienone is an important synthetic fragrance in tobacco flavors. Generally, the imported products from Japan with a content of about 80% are 18,000 yuan / kg to 20,000 yuan / kg. In China, there are Shanghai Huabao Flavors and Guangzhou Aibaixian Technology Co., Ltd. Production and synthesis, the main synthesis method is the reduction of methyl ionone by sodium borohydride, esterification of acetic anhydride, allylic oxidation of dichromium trioxide, hydrolysis, cracking, and vacuum distillation. The representative giant soybean three The research method of enone synthesis is as follows: Rowland uses dehydroio...

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Problems solved by technology

[0005] All there are some shortcomings in the above-mentioned method, as raw material is not easy to get, reagent is expensive, reaction condition requirement is high, environmental pollution is serious, target product productive rate is low, these shortcomings have all hindered the suitability for industrialized production of macrostigmatrienone, because acetic anhydride is A kind of esterification of enol, general esterification is to use sulfuric acid as a catalyst, and slowly drop acetic anhydride at low temperature to strictly control the reaction temperature, solid high temperature reaction sulfuric acid will destroy the ethylenic bond and produce side reactions, but the esterification reaction at low temperature The end point of the reaction is difficult to judge, so the yield of the general reaction can only be between 80% and 85%.

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