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A kind of recovery method of pregabalin intermediate resolving agent (r)-(+)-alpha-phenylethylamine

An intermediate and resolving agent technology, applied in the field of medicine and chemical industry, to achieve the effects of low operating cost, easy operation and reduced emission

Active Publication Date: 2018-11-16
ZHEJIANG HUAHAI PHARMA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] But resolving agent (R)-(+)-alpha-phenethylamine is not recovered and recycle report, according to the method of this patent, the intermediate resolving agent salt of this synthetic route pregabalin is carried out free, Extract and concentrate to obtain (R)-(+)-α-phenylethylamine with a purity of 99.0% to 100%, an optical rotation of ≥36.0°, a recovery rate of ≥90%, and can be recycled all the time

Method used

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  • A kind of recovery method of pregabalin intermediate resolving agent (r)-(+)-alpha-phenylethylamine

Examples

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Effect test

example 1

[0020] Take 700g of the dissociated mother liquor, raise the temperature to 40°C and stir mechanically, when the internal temperature of the system reaches 40°C, add 125g of 30% potassium carbonate solution dropwise, adjust the pH to 11.0; , 500ml, 400ml, 300ml, 200ml, stirred for 0.5h, allowed to stand for 20min to separate layers, and combined the organic layer; distilled methylene chloride under reduced pressure at 30°C, and raised the temperature to 90°C when no obvious solvent was evaporated, removed a small amount of front boiling, and evaporated Basically all of them are resolving agent (R)-(+)-α-phenethylamine; the recovery rate is 93%, the purity is 99.6%, and the optical rotation is 36.3°.

example 2

[0022] Take 700g of the dissociated mother liquor, raise the temperature to 35°C and stir mechanically, when the internal temperature of the system reaches 35°C, start to add 160g of 30% potassium carbonate solution dropwise, and adjust the pH to 10.0; , 500ml, 400ml, 300ml, 200ml, stirred for 0.5h, allowed to stand for 20min to separate layers, and combined the organic layer; distilled methylene chloride under reduced pressure at 30°C, and raised the temperature to 90°C when no obvious solvent was evaporated, removed a small amount of front boiling, and evaporated Basically all of them are resolving agent (R)-(+)-α-phenethylamine; the recovery rate is 95%, the purity is 99.3%, and the optical rotation is 36.1°.

example 3

[0024] Take 700g of the dissociated mother liquor, raise the temperature to 40°C and stir mechanically. When the internal temperature of the system reaches 40°C, add 210g of saturated sodium bicarbonate dropwise to adjust the pH to 10.0; add 600ml of dichloromethane, Stir 500ml, 400ml, 300ml, 200ml for 0-5h, let stand for 20min to separate layers, combine the organic layer; distill dichloromethane under reduced pressure at 30°C, raise the temperature to 90°C when no obvious solvent is evaporated, remove a small amount of foreboil, and distill out Basically all of them are resolving agent (R)-(+)-α-phenethylamine; the recovery rate is 90%, the purity is 99.1%, and the optical rotation is 36.5°.

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Abstract

The invention discloses a method for recovering pregabalin intermediate resolving agent (R)-(+)-alpha-phenylethylamine. The method comprises the following steps: a) adding an alkali to free mother liquor at a certain temperature for regulating the pH until the mother liquor is alkaline; b) adding an organic solvent to the system of which the pH is regulated previously for extraction; and c) blending the organic layer, carrying out reduced pressure distillation at a relatively low temperature to remove an extracting agent first, collecting the preceding fraction and then heating to carry out reduced pressure distillation again, thereby obtaining a fraction, namely the resolving agent (R)-(+)-alpha-phenylethylamine. The method has the advantages that the atom utilization rate is increased, the environmental pollution due to direct emission of materials in the mother liquor is avoided, and the production cost is greatly reduced, and the method has the characteristics of green chemistry. In a word, the method for recovering and recycling the (R)-(+)-alpha-phenylethylamine is green and environment-friendly, and low in cost and pollution.

Description

technical field [0001] The invention provides a method for recovering high-purity R-phenylethylamine from pregabalin intermediate (R)-(+)-α-phenethylamine salt waste, which can be recycled and belongs to the field of medicine and chemical industry. Background of the invention [0002] The chemical name of pregabalin is (3S)-3-aminomethyl-5-methylhexanoic acid, which is a GBAB receptor agonist developed by Prizer. It was approved in the United States in 2004 for the treatment of neuralgia related to diabetes and herpes zoster drug. So far it has been clinically found that pregabalin has analgesic, anticonvulsant and anxiolytic properties. [0003] Currently, there are two main types of pregabalin preparation reported, one is chemical synthesis, and the other is enzymatic synthesis. The chemical synthesis method is widely used in industrialization, mainly including: an asymmetric catalyst carries out an asymmetric reaction to obtain or finally obtain S-pregabalin; utilize a ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C209/88C07C211/27
Inventor 刘幕松张文灵王鹏
Owner ZHEJIANG HUAHAI PHARMA CO LTD
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