Unlock instant, AI-driven research and patent intelligence for your innovation.

Synthetic method of lepidoptera insect sex pheromone (E/Z)-8-dodecenylacetate and analogue thereof

A technology of ene acetate and lepidopteran, which is applied in the field of synthesis of lepidopteran insect sex pheromone 8-dodecene acetate and analogs thereof, and can solve the problems of low yield, harsh reaction conditions, Long route and other problems, to achieve the effect of high yield and short reaction route

Inactive Publication Date: 2013-04-17
HEILONGJIANG UNIV
View PDF2 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among them, the alkynylation route is based on the alkyne compound as the starting material, but the long-chain terminal alkyne is not easy to obtain, that is, the raw material is not easy to obtain, and the route is relatively long, the total yield is low (about 35%), and the reaction conditions are harsh.
Similarly, the coupling route of Grignard reagent method is long and the process is complicated
Above-mentioned two kinds of methods are all unfavorable for industrialized production

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Synthetic method of lepidoptera insect sex pheromone (E/Z)-8-dodecenylacetate and analogue thereof
  • Synthetic method of lepidoptera insect sex pheromone (E/Z)-8-dodecenylacetate and analogue thereof
  • Synthetic method of lepidoptera insect sex pheromone (E/Z)-8-dodecenylacetate and analogue thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0038] The present invention will be described in further detail below: the present embodiment is implemented on the premise of the technical solution of the present invention, and provides a detailed implementation manner, but the protection scope of the present invention is not limited to the following embodiments.

[0039] A kind of synthetic method of lepidopteran insect sex pheromone (E / Z) 8-dodecene acetate involved in the present embodiment, the steps are as follows:

[0040] 1. Synthesis of the intermediate 8-acetoxyoctanol

[0041] In a 1000mL four-necked flask equipped with a stirrer and a thermometer, add 480mL toluene and 120mL ethyl acetate, add 29.2g 1,8-octanediol and 6g strong acid cation exchange resin under stirring, heat under reflux for reaction for about 5h, and rotate the solvent , 31.3 g of yellow oily liquid was obtained. The content of 8-acetoxy octanol is 85%. The yield was 90.9%. EA:PE=1:8 column separation to obtain a product with a purity of 99%...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The present invention provides a synthetic method of lepidoptera insect sex pheromone (E / Z)-8-dodecenylacetate and analogues thereof. The synthetic method of lepidoptera insect sex pheromone (E / Z)-8-dodecenylacetate and the analogues thereof takes diol as a starting material, and is divided into three steps to synthesize the final product, including: (1) mono-esterifying the diol with two methods: a. using a strong acidic cation exchange resin as a catalyst, and b. reacting the diol with a certain proportion of water, glacial acetic acid and concentrated sulfuric acid to obtain certain monoester; (2) oxidizing into aldehyde by chromic acid; and (3) synthesizing the final target product by a Wittig reaction of aldehyde and quaternary phosphonium salt. The reaction route is short, the reaction conditions are simple and the structure of high stereoselectivity can also be obtained in a particular solvent. The yield is high (58.3-64.1). The synthetic method is suitable for industrial production.

Description

technical field [0001] The invention relates to a method for synthesizing a lepidopteran insect sex pheromone (E / Z) 8-dodecene acetate and its analogs, belonging to (E / Z) 8-dodecene acetate and its analogs METHODS OF SYNTHESIS OF ANALOGS Technical Field. Background technique [0002] Traditional organic synthetic pesticides are not easy to decompose, which gradually caused many negative effects on agricultural production, which greatly restricted the use of pesticides. For example, in the process of agricultural pest control, the phenomenon of pesticide residue, pest resistance and pest resergence appears, which will pollute the environment and harm natural enemies. Based on this, people began to seek new ways and technologies to solve this problem. Through a lot of research and practical verification, it has been found that insect sex pheromone can be used as a novel species-specific pharmaceutical bio-pesticide to solve this problem without polluting the environment, har...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07C69/145C07C67/293
Inventor 高金胜张爽
Owner HEILONGJIANG UNIV