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[1]杨艺虹,郑莉,张珩,等.（S）\|N,N\|二甲基\|3\|羟基（2\|噻吩基）丙胺的合成[J].武汉工程大学学报,2013,(12):22-26.[doi:103969/jissn16742869201312005]
　YANG Yi\|hong,ZHENG Li,ZHANG Heng,et al.Synthesis of (S)\|N,N\|Dimethyl\|3\|(2\|thienyl)\|3\|Hydroxyp\|ropanamine[J].Journal of Wuhan Institute of Technology,2013,(12):22-26.[doi:103969/jissn16742869201312005]
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《武汉工程大学学报》[ISSN:1674-2869/CN:42-1779/TQ]

卷:
期数:
2013年12期
页码:
22-26
栏目:
化学与化学工程
出版日期:
2013-12-31

文章信息/Info

Title:
Synthesis of (S)\|N,N\|Dimethyl\|3\|(2\|thienyl)\|3\|Hydroxyp\|ropanamine
文章编号:
16742869(2013)12002205
作者:
杨艺虹; 郑莉; 张珩; 陈红; 罗翔
武汉工程大学绿色化工过程教育部重点实验室，湖北 武汉 430074
Author(s):
YANG Yi\|hong; ZHENG Li; ZHANG Heng; CHEN Hong; LUO Xiang
Key Laboratory for Green Chemical Process of Ministry of Education,Wuhan Institute of Technology,Wuhan 430074,China
关键词:
(S)\|N; N\|二甲基\|3\|羟基(2\|噻吩基)丙胺; S\|(+)\|扁桃酸; 拆分; 合成
Keywords:
(S)\|N; N\|Dimethyl\|3\|(2\|thienyl)\|3\|hydroxypropanamine;  S\|(+)\|mandelic;  resolution;  synthesis
分类号:
R971+.4
DOI:
103969/jissn16742869201312005
文献标志码:
A
摘要:
为了解决（S）\|N,N\|二甲基\|3\|羟基（2\|噻吩基）丙胺合成工艺中操作较复杂，产率低的问题，以2\|乙酰噻吩、二甲胺盐酸盐、多聚甲醛为起始原料，经曼尼希反应、硼氢化钠还原和S\|(+)\|扁桃酸拆分合成（S）\|N,N\|二甲基\|3\|羟基（2\|噻吩基）丙胺.采用单因素分析方法考察了浓盐酸的用量、投料比、反应时间对产物收率的影响，得到各步反应的最佳工艺条件：曼尼希反应的最佳投料比为n(2\|乙酰噻吩)∶n(浓盐酸的用量)=15∶1，产物收率可达90.6%；还原反应在25 ℃下，投料比为n(3\|二甲胺基\|1\|(2\|噻吩基)\|1\|丙酮盐酸盐)∶n(硼氢化钠)=1∶0.55，反应6 h时效果最佳；拆分反应的最佳条件是反应温度85 ℃，反应45 min.优化后反应的总收率可达60.3%，目标产物经核磁共振氢谱、质谱确认.该合成工艺原料便宜易得，反应条件温和，工艺操作简便适合工业化生产.
Abstract:
To solve the problems of complicated production process conditions,low production rate of (S)\|N,N\|Dimethyl\|3\|(2\|thienyl)\|3\|hydroxypropanamine,2\|acetyl thiophene，dimethylamine hydrochloride and paraformaldehyde were applied as raw materials to prepare (S)\|N,N\|Dimethyl\|3\|(2\|thienyl)\|3\|hydroxypropanamine through Mannich，reduction and resolution reaction. The influence of concentrated hydrochloric acid dosage，feed ratio，reaction time on the product yield was studied by single factor analysis method.The yield is 90.6% when the molar ratio of (2\| acetyl thiophene)∶(concentrated hydrochloric) is 15∶1 in the Mannich reaction.The optimum conditions of the reduction reaction are demonstrated at 25 ℃ for 6h with molar ratio of (3\|Dimethylamino\|1\|(2\|thienyl)\|1\|propanone hydrochloride)∶(Sodium borohydride)=1∶0.55. The best condition of resolution reaction is at 85 ℃ for 45 min.The total yield is 60.3% after optimum reaction and the target compound was elucidated by nuclear magnetic resonance spectrum spectroscopy and mass spectrum. This method is feasible for industry with low cost,mild condition,easy operation.

参考文献/References:

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备注/Memo

备注/Memo:
收稿日期：20131014作者简介：杨艺虹（1954\|），女，山东长清人，教授，硕士研究生导师.研究方向：药物合成及设计.
更新日期/Last Update: 2014-01-07