Synthesis and resolution of 6-methoxy-1-aminotetralin

A technology of methoxyl and tetralamine, applied in the field of synthesis and resolution of chiral amines, to achieve the effects of simple operation, high purity and good product yield

Inactive Publication Date: 2017-03-08
王际宽
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  • Abstract
  • Description
  • Claims
  • Application Information

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  • Synthesis and resolution of 6-methoxy-1-aminotetralin

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Embodiment 1

[0007] 1) Preparation of 6-methoxy-1-tetralamine

[0008] In a 1000ml autoclave, add 88g of 6-methoxyl-1-tetralone, 600ml of absolute ethanol and 10g of catalyst SN-600P, seal the reaction kettle, use a vacuum pump to remove the air in the kettle, and then fill it with nitrogen to 0.5MPa, Then use a vacuum pump to evacuate; under negative pressure, charge 42.5g of ammonia gas, after the ammonia gas is filled, fill the autoclave with hydrogen to 3.5MPa, and heat up to 90°C for reaction. After reacting for 10 hours, it was found that the hydrogen pressure did not drop any more, so the reaction was stopped. After the temperature of the system dropped to room temperature, the reaction solution was filtered and concentrated to obtain crude 6-methoxy-1-tetralamine. Add the crude product to dilute hydrochloric acid solution while stirring, let it react to generate 6-methoxy-1-tetralamine hydrochloride, and dissolve it in the aqueous solution, and extract the aqueous solution with et...

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Abstract

The invention discloses a method for preparing racemic 6-methoxy-1-aminotetralin and R-6-methoxy-1-aminotetralin with 6-methoxy-1-tetralone as the raw material. The method specifically includes the steps that 6-methoxy-1-tetralone is subjected to a reductive ammoniation reaction to obtain racemic 6-methoxy-1-aminotetralin, and racemic 6-methoxy-1-aminotetralin is subjected to dynamic kinetic resolution to obtain R-6-methoxy-1-aminotetralin. The method has the advantages that operation is easy, the product yield is high, and the optical purity is high. The method has great guidance and application value in the synthesis and resolution process of 6-methoxy-1-aminotetralin.

Description

technical field [0001] The invention relates to a method for synthesizing and resolving chiral amines, in particular to a method for synthesizing 6-methoxyl-1-tetralamine through a chemical method and further resolving through kinetics. Background technique [0002] 6-methoxy-1-tetralamine as a chiral intermediate. In the existing related research, there are few reports on how to prepare and resolve 6-methoxy-1-tetralamine. It can be found through the research literature that there is no information on how to prepare R-6-methoxy-1-tetralamine by kinetic and dynamic kinetic resolution. [0003] The present invention uses 6-methoxyl-1-tetralone as a raw material to obtain 6-methoxyl-1-tetralamine through reductive amination reaction, and then 6-methoxyl-1-tetralamine is obtained by aliphatic Enzyme-catalyzed kinetic resolution can give 6-methoxy-1-tetralamine. Contents of the invention [0004] The present invention aims to provide a method for synthesizing 6-methoxyl-1-t...

Claims

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Application Information

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IPC IPC(8): C12P13/00C12P41/00
CPCC12P13/001C12P41/007
Inventor 王际宽
Owner 王际宽
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