硫醇催化的(S)-N,N-二甲基-1-二茂铁基乙胺的外消旋化  

Racemization of(S)-N,N-Dimethyl-1-ferrocenylethylamine with the Catalyst of Thiol

作　　者：邹爱宗 陈凯[1] 黄海[1] 付行花 刘宇剑 朱红军[1] 

机构地区：[1]南京工业大学理学院,江苏南京211816

出　　处：《精细化工》2014年第8期1034-1038,共5页Fine Chemicals

基　　金：国家"十二五科技支撑计划"(2011BAE06A07-04)~~

摘　　要：以硫醇为催化剂,偶氮二异丁腈(AIBN)为引发剂,经自由基反应,使(S)-N,N-二甲基-1-二茂铁基乙胺发生外消旋化。考察了各反应条件对外消旋化效果的影响,结果表明,在以反应物摩尔比为n〔(S)-N,N-二甲基-1-二茂铁基乙胺〕∶n(苄硫醇)∶n(AIBN)=1∶1.2∶0.6,AIBN的滴加时间为18 h,甲苯为溶剂,回流条件下反应时,(S)-N,N-二甲基-1-二茂铁基乙胺能够完全外消旋化。此外,合成得到了含巯基的聚苯乙烯交联树脂催化剂,并初步考察了该催化剂的催化效果,外消旋化合物的e.e.值可达12%。The enantiomerically pure （S）-N, N-dimethyl-l-ferrocenylethylamine was racemized by a free radical process with the catalyst of thiol and the initiator of azodiisobutyronitrile （AIBN）. The effect of reaction conditions on racemization was opOmized by experiments. The results show that （S）-N, N- dimethyl-l-ferrocenylethylamine could be completely racemized under the following reaction conditions： the molar ratio of （S）-N,N-dimethyl-l-ferrocenylethylamine to thiol and AIBN was 1：1.2：0. 6, AIBN was added dropwise within 18 h, and the reaction mixture was refluxed in toluene. Besides ,the catalyst of a novel crosslinked mercaptopolystyrene resin was synthetized, and a tentative research on its catalytic effect was conducted. The e.e. of the racemate could reach 12%.

关 键 词：自由基反应 (S)-N N-二甲基-1-二茂铁基乙胺 外消旋化 含巯基的聚苯乙烯交联树脂 精细化工中间体 

分 类 号：TQ426.94[化学工程]