Method for synthesizing compound E10, E12-hexadecadienal in sex pheromone of legume pod borer

A synthesis method and a technology for the properties of Pseudomonas spp. are applied to compound E10 in the sex pheromone of Pseudomonas spp., which can solve the problems of large residues, excessive pesticide residues, short harvest time and the like, and achieves simple and safe operation, high utilization rate of raw materials, Simple to use effects

Active Publication Date: 2009-05-20
宁波纽康生物技术有限公司
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Problems solved by technology

Due to the short harvest time of leguminous crops, chemical pesticides are used to control bean pod borer and bean borer, and the residual amount is large, which will pollute the bean pods
The larva eats into the bean pods with larvae, which is relatively hidden, and is not easy to be contacted by pesticides. At the same time, the mature larvae pupate after dropping into the soil, which also has a certain degree of protection. Therefore, it is extremely difficult to control
During the high-incidence period, farmers usually use methods such as increasing the concentration of pesticides, increasing the frequency of use, and using highly toxic pesticides to pr

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  • Method for synthesizing compound E10, E12-hexadecadienal in sex pheromone of legume pod borer

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Embodiment Construction

[0024] Below in conjunction with embodiment the present invention is described in further detail.

[0025] 1. The preparation of compound (3) triphenylphosphine ylide salt: compound (1) trans-2-hexenol was dissolved in dry dichloromethane, cooled to-10°C under nitrogen protection, and slowly added dropwise 0.33% ( Mole percent) of phosphorus tribromide, after the dropwise addition, continue to stir for 30 minutes, quench the reaction with ice saturated sodium bicarbonate solution, add a large amount of petroleum ether to dilute, such as 5 or 10 times more, and then wash with saturated saline , then collect the organic phase and dry it with anhydrous sodium sulfate for half an hour, remove sodium sulfate by filtration, and remove sherwood oil with a rotary evaporator to obtain the crude product of compound (2) trans-1-bromo-2-hexene, Dissolve it in dry toluene without further purification, add 1.2% (mole percent) triphenylphosphine, stir in the dark for two days, and filter to ...

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Abstract

A synthetic method of compound E10, E12-hiago dienal in maruca testulalis geyer sex pheromone is characterized in that the compound adopts trans-2-hexenol and 1, 10-decanediol as the substrate; after halogenating reaction, bromide can be obtained from the trans-2-hexenol which is then reacted with phosphorus tribromide to obtain triphenylphosphine ylide salt; after the esterification reaction of the 1, 10-decanediol, the 1, 10-decanediol protected by acetic ester can be obtained, and then after oxidation reaction, 10-oxo decyl acetate can be obtained; after Witting reaction and then quenching reaction of the triphenylphosphine ylide salt and the 10-oxo decyl acetate, 10, 12-hiago dienal can obtained by separation; after the process of recrystal, trans 10, 12-hiago dienal with transverse structure can be obtained, and then after the oxidation reaction, E10, E12-hiago dienal is obtained. The method of the invention adopts materials which are cheap and easy to be obtained and uses simple and reasonable syntheticroute, the operation is simple and safe, the utilization rate of the materials is high and the main ingredient compound of the maruca testulalils geyer sex pheromone can be synthesized with low cost in a short time.

Description

technical field [0001] The invention relates to a chemical synthesis method of (E10, E12)-hexadecadienal, the main component (E10, E12)-hexadecadienal and its analogs and intermediates of the bean borer insect sex pheromone. Background technique [0002] The bean borer Maruca testulalis Geyer is an important pest of bean crops at present, and it damages leaves, flowers and pods by boring. Due to the short harvest time of leguminous crops, chemical pesticides are used to control bean pod borer and bean borer, and the residual amount is large, which will pollute the bean pods. The larva eats into the bean pods with larvae, which is relatively hidden, and is not easy to be contacted by pesticides. At the same time, the mature larvae pupate after shedding their pods and burrowing into the soil, which also has a certain degree of protection. Therefore, it is extremely difficult to control. During the high-incidence period, farmers usually use methods such as increasing the conce...

Claims

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Application Information

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IPC IPC(8): C07C47/21C07C45/29
Inventor 刘风英陈海滨徐静杜永均
Owner 宁波纽康生物技术有限公司
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