刘强,李明超,付志鹏,李连贵*.化学通报,2015,78(6):570-573. |
辛弗林衍生物的合成 |
Synthesis of Synephrine Derivatives |
投稿时间:2014-10-28 修订日期:2014-12-08 |
DOI: |
中文关键词: 1-(4-羟基苯基)-2-(叔丁基氨基)乙醇 总收率 合成 |
英文关键词:1-(4-hydroxyphenyl)-2-(tert-butylamino)ethanol overall yield synthesis |
基金项目:吉林省教育厅计划科研项目(吉教科合字2012106) |
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中文摘要: |
以苯甲醚为起始原料,与乙酰氯进行Friedel-Crafts酰基化后再进行脱甲基化得到4-羟基苯乙酮(4),然后与液溴进行α-溴代得到2-溴-1-(4-羟苯基)乙酮(4),再与叔丁胺进行胺化得到1-(4-羟基苯基)-2-(叔丁基氨基)乙酮(5),最后用氢硼化钠还原合成了目标产物1-(4-羟基苯基)-2-(叔丁基氨基)乙醇(1),总收率约为42.3%. |
英文摘要: |
1-(4-hydroxyphenyl)-2-(tert-butylamino)ethanol(Synephrine derivative) was synthesized from the following process: using anisole as the raw material, 4-hydroxyacetophenone was prepared by Friedel-Crafts acylation with acetyl chloride followed by demethylation, and was α-brominated with liquid bromine so as to get 2-bromine-1-(4-hydroxyphenyl)ethanone. The latter was ammoniated with tert-butylamine and reduced with sodium borohydride, and 1-(4-hydroxyphenyl)-2-(tert-butylamino)ethanol was prepared with a total yield of about 42.3%. |
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