有机化学教学综合实验设计:制备药物菲尼布特外消旋前体  

Design Comprehensive Organic Chemistry Teaching Experiment:Synthesis of Racemic Precursor of Drug Phenibut

作　　者：陶海燕[1] 董秀琴[1] Tao Hai-yan;Dong Xiu-qin

机构地区：[1]武汉大学化学与分子科学学院,湖北武汉430072

出　　处：《化工设计通讯》2022年第10期130-132,共3页Chemical Engineering Design Communications

摘　　要：菲尼布特药物能治疗焦虑和失眠等病症,介绍采用一个有机化学教学综合设计实验合成药物菲尼布特(Phenibut)外消旋前体。以便宜易得的硝基甲烷、苯甲醛为原料,通过“一锅法”两步反应(Henry反应和β-消除反应)高效获得β-硝基苯乙烯,碱性条件下,丙二酸二甲酯对其进行Michael加成反应得到药物菲尼布特外消旋前体,通过^(1)H NMR、^(13)C NMR和红外光谱等方法对反应产物结构进行表征。Phenibut drug can treat anxiety and insomnia.An organic chemistry teaching comprehensive design experiment was described here,which applied the easily available nitromethane and benzaldehyde as starting materials.They underwent sequential Henry reaction/β-elimination reaction in“one pot”to giveβ-nitrostyrene.Dimethyl malonate reacted with nitrostyrene to obtain the racemic precursor of phenibut.They were characterized by 1H NMR,13C NMR and IR spectra analysis.

关 键 词：Henry反应 β-消除反应 MICHAEL加成反应 β-硝基苯乙烯 菲尼布特 综合设计实验 

分 类 号：O6-3[理学—化学] O62