反式-4-异丙基环己基甲酸的合成方法改进  

Improved synthesis of trans-4-isopropyl-cyclohexanecarboxylic acid

作　　者：刘倩雯[1] 王丽梅[1] 李建发[1] 

机构地区：[1]天津理工大学化学化工学院,天津300384

出　　处：《天津理工大学学报》2016年第1期58-60,共3页Journal of Tianjin University of Technology

摘　　要：反式-4-异丙基环己基甲酸是合成糖尿病治疗药那格列奈的一种重要中间体.本实验以β-蒎烯为原料合成反式-4-异丙基环己基甲酸,在前人研究的基础上,对其中的部分反应条件进行了探索性优化,并对反应机理进行初步推测.实验表明,当摩尔比为n(Na OH)∶n(KMn O4)∶n(β-蒎烯)=2.5∶1:1,反应时间5 h时,第一步诺蒎酸产率最高,为22.3%。将第二步反应中,利用对甲苯磺酰氯进行诺蒎酸的脱水重排,简化了实验步骤,提高了收率.Trans-4-isopropyl-cyclohexyl carboxylate acid is an important intermediate of nateglinide which is an antidiabetic drug. In this experiment, trans-4-isopropyl-cyclohexylcarboxyl ate acid was synthesized with β-pinene for synthetic source.Based on the previous research, the reaction conditions of partial reaction are optimized and the reaction mechanism is preliminary speculated. The experimental results show that pinic acid yield in the first step reaction was excellent under the condition that the molar ratio of n（Na OH） ： n（KMn O4） ： n（β-pinene） = 2.5：1：1 and the reaction time is 5 h, reaching 22.3%. In the second step, the operation was simplified and the yield was improved when the rearrangement reaction of pinic acid was carraied out with p-toluene sulfonyl chloride for dehydrating agent.

关 键 词：反-4-异丙基环己基甲酸 Β-蒎烯 那格列奈 

分 类 号：R914.5[医药卫生—药物化学]