盐酸金刚乙胺的合成工艺改进  

Improvement of synthesis process of rimantadine hydrochloride

作　　者：官晓书 江澜 廖琦[1] 张立 蔡林宏 胡湘南[1] GUAN Xiao-shu;JIANG Lan;LIAO Qi;ZHANG Li;CAI Lin-hong;HU Xiang-nan(School of Pharmacy,Chongqing Medical University,Chongqing 400016,China;College of Environment and Resources,Chongqing Technology and Business University,Chongqing 400067,China)

机构地区：[1]重庆医科大学药学院,重庆400016 [2]重庆工商大学环境与资源学院,重庆400067

出　　处：《化学研究与应用》2020年第11期2080-2084,共5页Chemical Research and Application

基　　金：重庆市科学技术委员会项目[cstc2019jscx-msxmX0096]资助;重庆医科大学药学院众创计划项目[DXSZCXM201905]资助。

摘　　要：改进了盐酸金刚乙胺(1)的合成路线。以金刚烷甲酸为起始原料,经酰化,取代,脱羧,成肟,还原得1-金刚烷乙胺。考察了还原体系的种类、用量、反应温度和反应时间对1的合成的影响,确定了较佳的反应条件为:以雷尼镍(Raney-Ni)/氢气为还原体系,催化剂用量为1.0%,反应温度55℃,反应时间为21 h,在这些条件下盐酸金刚乙胺收率达85%,其结构经1H-NMR,IR,MS确证。The synthetic route of rimantadine hydrochloride(1)was improved.1-Adamantane-carboxylic acid was used as the starting material,the targeted compound,1-adamantane ethylamine was obtained by acylation,substitution,decarboxylation,and oxime reduction.The type of catalyst,the amount of catalyst,the reaction temperature and the reaction time of the reduction system on the synthesis of 1 were investigated.The optimal reaction conditions were determined as follows:Raney-Ni/hydrogen was used as the reduction system,the catalyst dosage was 1.0%,the reaction temperature was 55℃and the reaction time was 21 h.Under these conditions,the yield of amantadine hydrochloride reached about 85%,and the structure was confirmed by 1H-NMR,IR and MS.

关 键 词：盐酸金刚乙胺 金刚烷甲酸 合成 工艺优化 雷尼镍(Raney-Ni)/氢气 

分 类 号：O622.6[理学—有机化学]