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顺式-1,2-环戊二胺盐酸盐的合成
引用本文:王建塔,李毅,李永,朱桃,樊玲玲.顺式-1,2-环戊二胺盐酸盐的合成[J].化学试剂,2017,39(9).
作者姓名:王建塔  李毅  李永  朱桃  樊玲玲
作者单位:贵州医科大学药学院,贵州贵阳,550004
基金项目:贵州省普通高等学校药物化学工程研究中心资助项目,贵州省科学技术基金资助项目,贵州省中药现代化资助项目,贵州省化学合成药物研发利用工程技术研究中心资助项目
摘    要:以环戊烯为起始原料,先经碱性高锰酸钾氧化得顺式-1,2-环戊二醇,再经甲磺酰化、胺化得重要中间体顺式-N,N-二(4-甲氧基苄基)环戊基-1,2-二胺,最后经Pd-C/H2还原脱保护制得目标产物顺式-1,2-环戊二胺盐酸盐(1·2HCl),其结构经~1HNMR、~(13)CNMR和ESI-MS确证。该方法原料简单易得、合成路线短、反应条件温和、制备方法成熟,总收率达46.7%,比较适合较大规模的制备。

关 键 词:顺式-1  2-环戊二胺  合成  胺化

Synthesis of cis-1,2-Cyclopentyl Amine Hydrochloride
WANG Jian-ta,LI Yi,LI Yong,ZHU Tao,FAN Ling-ling.Synthesis of cis-1,2-Cyclopentyl Amine Hydrochloride[J].Chemical Reagents,2017,39(9).
Authors:WANG Jian-ta  LI Yi  LI Yong  ZHU Tao  FAN Ling-ling
Abstract:Cyclopentene was used as the starting material,which was oxidized with alkalinity potassium permanganate to give cis1,2-cyclopentanediol,followed by methanesulfonylation and amination to afford the important intermediate cis-N,N-bis (4-methoxybenzyl) cyclopentyl-1,2-diamine,then deprotection by Pd-C/H2 to give the target compound cis-1,2-cyclopentyl amine hydrochloride (1·2HC1) with an overall yield of 46.7%.The structure was confirmed by 1HNMR,13CNMR and ESI-MS.The current method has the advantages of raw material economy,short synthetic route,mild reaction conditions,simple operation and high overall yield,so it is suitable for large-scale production.
Keywords:cis-1  2-cyclopentyl amine  synthesis  amination
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