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An integrated five-step continuous flow synthesis of 2-(1-cyclohexenyl)ethylamine: a key intermediate for morphinans†
Zhining Li,Shiqi Huang,Yuan Tao,Meifen Jiang,Dang Cheng,Li Wan
Reaction Chemistry & Engineering Pub Date : 04/05/2023 00:00:00 , DOI:10.1039/D3RE00082F
Abstract

Morphinans are highly pharmacologically active chemicals and widely used as analgesic and antitussive agents in clinical treatment. 2-(1-Cyclohexenyl)ethylamine is an important intermediate to construct a series of morphinans. Herein, a continuous flow synthesis of 2-(1-cyclohexenyl)ethylamine was developed starting from cyclohexanone via five chemical transformations. This work features an expeditious synthesis of 2-(1-cyclohexenyl)ethylamine in an integrated flow platform with in-line separation and without any intermediate purification. The overall yield of this multi-step flow method was up to 56% in a total residence time of 44.5 min, corresponding to a throughput of 32 mmol h−1.

Graphical abstract: An integrated five-step continuous flow synthesis of 2-(1-cyclohexenyl)ethylamine: a key intermediate for morphinans
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