首页> 外国专利> PROCESS FOR OBTAINING THE 1,7-DIMETHYL-NONYL PROPANOATE RACEMIC, SEXUAL PHEROMONE OF THE CORN ROOTWORM DIABROTICA VIRGIFERA VIRGIFERA LE-CONTE-COLEOPTERA, CHRISOMELIDAE

PROCESS FOR OBTAINING THE 1,7-DIMETHYL-NONYL PROPANOATE RACEMIC, SEXUAL PHEROMONE OF THE CORN ROOTWORM DIABROTICA VIRGIFERA VIRGIFERA LE-CONTE-COLEOPTERA, CHRISOMELIDAE

机译:获得1,7-二甲基-壬酸丙二醇酯,玉米根蠕虫双翅昆虫性信息素的性信息素的方法

摘要

The invention relates to a process for obtaining the 1,7-dimethyl-nonyl propanoate racemic, sexual pheromone of the corn rootworm Diabrotica virgifera virgifera LeConte-Coleoptera, Chrisomelidae, consisting in preparing 2-bromobutyl-magnesium by the reaction of the 2-bromobutane with magnesium, the organomagnesium reagent in tetrahydrofuran reacts with the 6-bromohexyl-trimethyl-silyl ether, and the resulting (7-methyl-nonyl)-trimethylsilyl ether is acidified with HCl to obtain 7-methyl-nonanol which is then converted into 7-methyl-nonanal by gentle oxidation, using pyridinium chlorochromate, in methylene chloride solution, and by the reaction of said branched aldehyde with the methyl-magnesium bromide resulting by dropping at slight reflux and the methyl bromine in ether over the magnesium, there is obtained the 1,7-dimethyl-nonan-1-ol secondary alcohol which is esterified by the reaction with the propionyl chloride, by adding propionyl chloride to an alcohol solution in pyridine, while cooling with ice, the 1,7-dimethyl-nonyl propanoate being obtained thereby.
机译:本发明涉及一种用于获得玉米根虫(Diortica virgifera virgifera virgifera LeConte-Coleoptera,Chrisomelidae)的1,7-二甲基壬基丙酸酯的外消旋性信息素的方法,该方法包括通过2-溴丁烷的反应制备2-溴丁基镁。与镁一起,四氢呋喃中的有机镁试剂与6-溴己基-三甲基甲硅烷基醚反应,然后将生成的(7-甲基-壬基)-三甲基甲硅烷基醚用HCl酸化,得到7-甲基-壬醇,然后将其转化为7 -氯甲基吡啶鎓,在二氯甲烷溶液中通过温和氧化,使所述支链醛与甲基-溴化镁反应,在轻微回流下滴入,然后将甲基溴在乙醚中的镁覆盖,得到-甲基-壬醛。通过将丙酰氯添加到吡啶的醇溶液中,通过与丙酰氯的反应而酯化的1,7-二甲基-壬基-1-醇仲醇用冰冷却,由此获得1,7-二甲基壬基丙酸酯。

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