Preparation method for D, L-phenylglycine and analogue thereof

A technology of phenylglycine and phenylglycinate is applied in the preparation of organic compounds, the preparation of carboxylic acid nitrile, the preparation of cyanide reaction, etc., and can solve the problems of complex preparation method, many by-product inorganic salts, low product yield and the like, and achieves The technological process is simple and feasible, the by-product inorganic salt is less, and the product yield is high.

Active Publication Date: 2017-02-08
NINGXIA UNISPLENDOUR TIANHUA METHIONINE CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In summary, the current preparation methods of D,L-phenylglycine and its derivatives mainly have problems such as complex preparation methods, long production cycle, low product yield, poor quality, darker color, and many by-product inorganic salts.

Method used

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  • Preparation method for D, L-phenylglycine and analogue thereof
  • Preparation method for D, L-phenylglycine and analogue thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Start the benzaldehyde (99.8% content) metering pump with a 600Kg / h drop rate and hydrocyanic acid (99% content) metering pump with a feed rate of 158.7Kg / h and add it to the 3000L reactor A. After feeding for 10 minutes, feed the reactor Continuously add saturated aqueous sodium bicarbonate solution to adjust the pH value at 5.0~5.5, keep the reaction temperature at 25°C, keep the liquid level of reactor A at 65%, and then overflow into the 5000L reactor B, and the reaction temperature in reactor B Keep at 30°C, analyze the residual amount of benzaldehyde by HPLC, when the residual amount of benzaldehyde is less than 500ppm, it is regarded as the end of the reaction, and the qualified cyanohydrin is extracted from the reactor B, and acidified with 85% phosphoric acid to pH 3 , The yield of cyanohydrin ≥99.9%.

[0031] The aqueous solution of carbon dioxide and ammonia (containing 13% carbon dioxide by mass percent and 8% ammonia by mass percent) and cyanohydrin are con...

Embodiment 2

[0035] Add benzaldehyde with a mass percentage of 99.5% into the absorption tower, then pass through the deaminated hydrocyanic acid mixed gas (hydrocyanic acid content is 10%) into the tower, and add sodium acetate aqueous solution to the tower at the same time Adjust the pH inside the tower to 5.5, control the temperature of absorbing hydrocyanic acid to 30°C-35°C, the exhaust gas absorbed by the tower is then cryogenically refluxed into the tower, and the tail gas that has not been liquefied directly enters the incineration system for incineration; central control The residual amount of benzaldehyde is analyzed by HPLC. When the residual amount of benzaldehyde is less than 500ppm, it is regarded as the end point of the reaction. The qualified cyanohydrin is extracted from the absorption tower, acidified with 70% sulfuric acid to pH 3, and the yield of cyanohydrin is ≥ 99.9%.

[0036] The aqueous solution of carbon dioxide and ammonia (containing 13% carbon dioxide by mass p...

Embodiment 3

[0040] Start benzaldehyde (content 99.8%) metering pump with 600Kg / h drip rate and hydrocyanic acid aqueous solution (content 60%) metering pump with 264.5Kg / h feeding speed and join in 3000L reactor A, feed 10 minutes later, to reaction Continuously add sodium citrate aqueous solution to the kettle to adjust the pH value at 5.0-5.5, keep the reaction temperature at 25°C, keep the liquid level of reactor A at 65%, and then overflow into the 5000L reactor B, and the reaction temperature in reactor B Keep at 30°C, analyze the residual amount of benzaldehyde by HPLC, when the residual amount of benzaldehyde is less than 500ppm, it is regarded as the end of the reaction, and the qualified cyanohydrin is extracted from the reactor B, and acidified with 85% phosphoric acid to pH 3 , The yield of cyanohydrin ≥99.9%.

[0041] The aqueous solution of carbon dioxide and ammonia (containing 13% carbon dioxide by mass percent and 8% ammonia by mass percent) and cyanohydrin are continuousl...

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Abstract

The invention provides a preparation method for D, L-phenylglycine and an analogue thereof. According to the method, benzaldehyde, an analogue thereof and hydrocyanic acid are adopted as raw materials and subjected to cyanidation reaction, and then 2-hydroxy-benzyl cyanide or 2-hydroxy-benzyl cyanide analogue (cyanohydrin for short) is generated. Cyanohydrin reacts with carbon dioxide and the aqueous solution of ammonia, and then 5-phenyl-hydantoin and an analogue thereof (hydantoin for short) are generated. hydantoin is successively subjected to steam stripping, alkaline hydrolysis, steam stripping, decolorization, neutralization, crystallization, washing, centrifuging, drying and the like to obtain D, L-phenylglycine and the analogue thereof. Compared with the prior art, the preparation method for D, L-phenylglycine and the analogue thereof can significantly and effectively reduce the pollution, and fewer inorganic salt by-products are generated. Meanwhile, the prepared D, L-phenylglycine and the analogue thereof are high in product yield and high in purity. Counted in benzaldehyde and the analogue thereof, the yield of D, L-phenylglycine and the analogue thereof is larger than or equal to 96%, and the product purity is larger than or equal to 99%. Meanwhile, the process flow is simple and feasible, so that the method is worthy of market popularization and application.

Description

technical field [0001] The invention relates to the field of chemical industry and pharmacy, in particular to a preparation method of D,L-phenylglycine and its analogues. Background technique [0002] D, L-phenylglycine and its derivatives are important intermediates in pharmaceutical synthesis, mainly used in the preparation of β-lactam antibiotics, polypeptide hormones and pesticides. The mass production of D,L-phenylglycine began in foreign countries in the 1960s, and the industrial production of D,L-phenylglycine was realized in my country in the early 1980s, and the sodium cyanide method was mainly used. This method uses benzaldehyde as the main raw material, and reacts with sodium cyanide and solid ammonium salt under the action of a phase transfer catalyst to synthesize D, L-phenylglycine. The D, L-phenylglycine obtained by this method has poor quality and darker color , low yield, and many by-product inorganic salts. [0003] Another synthesis method of D,L-phenylg...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C227/18C07C229/36
CPCC07C227/18C07C227/24C07C253/00C07D233/74C07D233/76C07D233/78C07C229/36C07C255/36
Inventor 吴传隆廖常福秦岭刘邦林唐玉平张剑
Owner NINGXIA UNISPLENDOUR TIANHUA METHIONINE CO LTD
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