Multiple Organolithium Generation in the Continuous Flow Synthesis of Amitriptyline

被引:74
作者
Kupracz, Lukas [1 ]
Kirschning, Andreas [1 ]
机构
[1] Leibniz Univ Hannover, Inst Organ Chem & Biomol Wirkstoffzentrum BMWZ, D-30167 Hannover, Germany
关键词
amitriptyline; antidepressants; carboxylation; flow chemistry; inductive heating; lithiation; Parham cyclization; MAGNETIC NANOPARTICLES; ORGANIC-SYNTHESIS; ANTIDEPRESSANT; MICROREACTORS; TECHNOLOGY; INHIBITION; CHEMISTRY;
D O I
10.1002/adsc.201300614
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A continuous flow protocol for the preparation of the tricyclic antidepressant (TCA) amitriptyline is reported. The advantages of flow chemistry when handling organometallic agents as well as when performing reaction with gases are demonstrated. Continuous multilithiation combined with carboxylation and the Parham cyclization, a Grignard addition and thermolytic water elimination by inductive heating are key features of the multistep protocol.
引用
收藏
页码:3375 / 3380
页数:6
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