摘要
介绍了一个有机化学设计实验.该实验以乙二醛、 2,4,6-三甲基苯胺、氯甲基乙基醚为原料,通过两步反应高效制得氮杂环卡宾前体盐1,3-双(2,4,6-三甲基苯基)氯化咪唑.然后利用合成的咪唑盐在碱性条件下原位形成的氮杂环卡宾对醛极性反转的特性,催化苯甲醛的安息香缩合反应,合成2-羟基-1,2-二苯基乙酮.使用IR,1H NMR,13 C NMR等多种方法对催化剂及产物结构进行了表征.
An organic chemistry design experiment was introduced. The N-heterocyclic carbene precursor(NHC precursor) 1, 3-dimesityl-1 H-imidazol-3-ium chloride was prepared from glyoxal, 2, 4, 6-trimethylaniline and chloromethyl ethyl ether by two steps. The free carbene, which can cause the polarity reversal of an aldehyde, was generated in situ under basic condition to catalyze the benzoin reaction of benzaldehyde to synthesize 2-hydroxy-1, 2-diphenylethanone. The structures of the catalyst and the benzoin product were identified by IR, 1 H NMR, 13C NMR and other methods.
作者
吕辉
熊英
龚林波
曹建军
龚淑玲
唐红定
LV Hui;XIONG Ying;GONG Lin-bo;CAO Jian-jun;GONG Shu-ling;TANG Hong-ding(National Demonstration Center for Experimental Chemistry Education (Wuhan University),College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, China)
出处
《西南师范大学学报（自然科学版）》
CAS
北大核心
2019年第9期133-137,共5页
Journal of Southwest China Normal University(Natural Science Edition)
基金
武汉大学实验技术项目(WHU-2017-SYJS-07)
关键词
咪唑盐
氮杂环卡宾
极性反转
安息香缩合
有机化学
设计实验
imidazolium
N-heterocyclic carbene
polarity reversal
benzoin reaction
organic chemistry
design experiment
