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Improved synthesis method for tea caterpillar sex pheromone

A synthesis method and pheromone technology are applied in the field of synthesizing tea caterpillar sex pheromone, which can solve the problem of low price, and achieve the effects of low cost, easy availability of materials and reduction of synthesis steps.

Active Publication Date: 2008-07-02
宁波纽康生物技术有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

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Also, geranium bromide doesn’t come cheap ($98 for 25g)

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  • Improved synthesis method for tea caterpillar sex pheromone
  • Improved synthesis method for tea caterpillar sex pheromone
  • Improved synthesis method for tea caterpillar sex pheromone

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Embodiment Construction

[0025] The present invention will be described in further detail below in conjunction with the accompanying drawings and embodiments.

[0026] Implementation Example 1

[0027] step 1

[0028] Place 1,7-heptanediol (15 g, 113 mmol), toluene (analytical grade, 300 ml) and 48% aqueous hydrobromic acid (15.3 ml, 135.6 mmol) in a 500 ml round bottom flask (18- 30°C), the reaction mixture was stirred and refluxed for 28 hours. TLC analysis showed that some raw materials remained unreacted. Then add a small amount of 48% hydrobromic acid aqueous solution, and continue to stir and reflux for 20 hours until the raw material basically disappears. After the reaction solution was cooled to room temperature, it was diluted with hexane. The organic phase was washed with saturated aqueous sodium bicarbonate solution and saturated brine, and dried over anhydrous sodium sulfate. After distilling off the solvent under reduced pressure, 7-bromo-1-heptanol (22 g, yield 99%) was obtained. T...

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Abstract

The invention relates to an improved synthesis method for sex pheromone of euproctis pseudoconspersa, which is characterized in that 1, 7-heptanediol and 30-70 percent of hydrobromic acid solution react at the temperature of 50-130 DEG C and monobromide product 7-bromine-1-heptanol is obtained; the monobromide product 7-bromine-1-heptanol reacts with triphenyl phosphine in organic solvent I at the temperature of 50-130 DEG C, thus obtaining quaternary ammonium salt of triphenyl phosphine; with the function of organic base I or inorganic base, the obtained quaternary ammonium salt of triphenyl phosphine carries out Witting reaction with citral in organic solvent II and at the temperature of -20 DEG C-80 DEG C, and 10, 14-dimethyl-7, 9, 13-pentadec-1-triethylenic alcohols is produced; the triethylenic alcohols produced is reduced into 10, 14- dimethyl-1-pentadecanol in organic solvent III through catalysis and hydrogenation; finally, the 10, 14-dimethyl-1-pentadecanol obtained reacts with iso-butyryl chloride in the existence of the organic base II, so that 10, 14-dimethyl pentadec isobutyl is obtained. The invention has the advantages of easily obtained raw material, low cost, moderate reaction, suitability for scale production and high yield.

Description

technical field [0001] The invention relates to a synthesis method of tea caterpillar sex pheromone. Background technique [0002] Tea has a long history of planting in my country, and for many years, it has been one of the important agricultural products that my country exports to earn foreign exchange. The tea caterpillar Euproctis pseudoconspersa (Strand) is one of the main pests in the tea growing process. It has caused serious damage to the yield and quality of tea production. At present, the method of domestic control of this pest still relies on chemical pesticides. However, the excessive use of chemical pesticides has left a large amount of pesticides in tea leaves, directly endangering the health of tea consumers and causing more and more disputes and economic losses in the field of international trade. Recently, the European Union has greatly increased the testing standards for pesticide residues in tea, forcing Chinese tea producers to seek new pest control tec...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/02C07C67/14
Inventor 陈新杜永均
Owner 宁波纽康生物技术有限公司
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