氯化物
连续流动
化学
氯化氢
试剂
组合化学
化学工程
有机化学
材料科学
生化工程
工程类
作者
Մ. Լ. Մովսիսյան,Thomas S. A. Heugebaert,Bart I. Roman,Rudolf Dams,Rudy Van Campenhout,Matthias Conradi,Christian V. Stevens
标识
DOI:10.1002/chem.201802208
摘要
3-Chloropropionyl chloride is a chemically versatile building block with applications in the field of adhesives, pharmaceuticals, herbicides and fungicides. Its current production entails problems concerning safety, prolonged reaction times and the use of excessive amounts of chlorinating reagents. We developed a continuous flow procedure for acid chloride formation from acrylic acid and a consecutive 1,4-addition of hydrogen chloride generating 3-chloropropionyl chloride, as presented in this paper. Up to 94 % conversion was reached in 25 minutes at mild temperatures and pressures. This continuous flow method offers a safer alternative and is highly efficient in terms of consumption of starting product and shorter residence time. Valorization of this building block is exemplified by the synthesis of beclamide, a compound with sedative and anticonvulsant properties. Over 80 % conversion towards this drug was achieved in 1 minute in a continuous flow setup. Further research is needed to telescope the synthesis of 3-chloropropionyl chloride and subsequent beclamide formation without intermediate purification.
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