Simple synthetic process of antidepressant medicine imipramine hydrochloride intermediate

Abstract

The invention discloses a simple synthetic process of an antidepressant medicine imipramine hydrochloride intermediate. The simple synthetic process includes the following steps: (1) putting 6-amino-2-hexanone, BOC anhydride and DCM into a reaction bottle, and stirring the mixture at a room temperature until the raw materials completely react to form a concentrate; (2) adding AIBN and NBS into theconcentrate, heating the AIBN, NBS and concentrate to reflux, keeping the temperature until the reaction is complete, filtering, leaching a filter cake once with DCM, collecting a filtrate, washing the filtrate one with brine, drying the filtrate with anhydrous sodium sulfate, and reducing the pressure for condensation until the filtrate is dry so as to obtain a crude product; and (3) putting thecrude product into tetrahydrofuran, reducing the temperature to a room temperature, adding 60% sodium hydride soaked and washed twice with methyl tertiary ether into a reaction solution in batches, keeping the temperature until the reaction is complete, pouring the mixture into ice water for extraction twice with methyl tertiary ether, combining organic phases, washing the organic phases with brine, drying the organic phases with anhydrous sodium sulfate, increasing the pressure for condensation, and reducing the pressure for rectification to obtain the final product with the purity being 98.5% and the total yield of the three steps being 61.5%. The synthetic process has the advantages of easily available raw materials, convenient operation and high yield.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and in particular relates to a simple synthesis process of an antidepressant drug imipramine hydrochloride intermediate. Background technique [0002] Imipramine hydrochloride is a strong antidepressant drug, which also has sedative and anti-schizophrenia properties, and can also be used to treat enuresis in children. In the synthesis of imipramine hydrochloride, N-Boc-3-azepanone, as an important intermediate, plays a key role in the quality and price of raw materials. At present, there are not many reports on the synthesis of N-Boc-3-azepanone at home and abroad, and the raw materials are expensive and difficult to prepare and industrialize. Contents of the invention [0003] In order to solve the above problems, the invention discloses a simple synthesis process of an antidepressant drug imipramine hydrochloride intermediate, the raw materials are simple and easy to obtain, the op...

AI Technical Summary

Problems solved by technology

At present, there are not many reports about the synthesis of N-Boc-3-azepanone at home and abroad, and the raw materials are expensive and difficult to prepare and industrialize

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