Synthetic method of sex pheromone intermediate of Hyphantria cunea

A technology of American white moth and synthetic method, which is applied in the direction of organic chemistry, organic chemistry, etc., can solve the problems of difficult control of the reaction process, difficult operation, high reactivity, etc., and achieve strong reaction operability, lower production costs, and better reaction conditions mild effect
CN108299342AActive Publication Date: 2018-07-20ZHEJIANG UNIV
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
ZHEJIANG UNIV
Publication Date
2018-07-20

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Abstract

The invention discloses a synthetic method of sex pheromone intermediate (2S,3R)-2,3-epoxy-1-tetradecanol (4) of Hyphantria cunea. According to the method, firstly, nickel acetate tetrahydrate, sodiumborohydride, ethylenediamine as well as an alcohol as a solvent are added to a hydrogenation reactor for a reaction, then, an alcoholic solution with 2-tetradecynol dissolved is added continuously, areaction is performed after hydrogen replacement, and (Z)-2-tetradecene-1-ol is obtained; (Z)-2-tetradecene-1-ol is dissolved in a halogenated hydrocarbon solvent, a carbonate solution and a halogenated hydrocarbon solution of 3-chloroperoxybenzoic acid are added for a reaction, and (2S,3R)-2,3-epoxy-1-tetradecanol is obtained. The method is environmentally friendly and suitable for industrial production, cost is low, and reaction conditions are mild.
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Description

technical field

[0001] The invention relates to the field of chemical synthesis, in particular to a method for synthesizing an important intermediate (2S, 3R)-2,3-epoxy-1-tetradecyl alcohol of the white moth sex pheromone. Background technique

[0002] The American white moth Hyphantria cunea (Drury), also known as the American lamp moth, belongs to the family Lepidoptera and is native to North America, mainly distributed in the southern United States and Canada. The insect is a worldwide quarantine pest, which seriously affects the growth of trees, and even invades farmland, endangering crops, resulting in reduced production and income, or even extinction. It is called "smokeless fire". In 1979, the insect was introduced into my country from the border of China and North Korea, and quickly developed into one of the seven major forest pests. The American white moth once broke out in a large area in North China on the eve of the Beijing Olympic Games, so it is urgent to prev...

Claims

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