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Chemical method for synthesizing ephedrine

A technology of chemical synthesis and ephedrine, applied in the direction of chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., can solve the problems of small amount of waste liquid discharge, complex production process, serious environmental pollution, etc., and achieve simple production process, Ease of use and fewer steps

Active Publication Date: 2009-11-04
QINGHAI LAKE PHARMA COMPANY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The present invention is in order to solve the disadvantages of complex production process, long production cycle, use of chemical reagents, especially organic solvents, and serious environmental pollution in the prior art of producing ephedrine by chemical synthesis method, and provides a A kind of (±) α-methylamino propiophenone hydrochloride as raw material, achieves the purpose of selective reduction by controlling the reaction temperature, the reaction yield is high, and the raw material has not been dissociated, which obviously reduces the pretreatment process Loss; the whole reaction process process route is simple, the required equipment investment is small, can be combined with the existing equipment of ephedrine factory to realize the production of new technology, has obvious competitive advantage; No matter the organic solvent used in the synthesis reaction is from quantity or type are less, and basically do not use organic solvents that seriously pollute the environment, the amount of waste liquid discharge in the production process is very small, and most of them can be recycled

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Dissolve 10 g of α-methylaminopropiophenone hydrochloride in 40-50 mL of methanol (more than 99% content), and add 5.5 g of NaBH under stirring 4 , the reducing agent sodium borohydride can be slowly added within 15-30 minutes, it is advisable to control the temperature of the reaction system not higher than 30 ° C, after the addition, continue to stir and react for 30 minutes, after the reaction, the methanol is recovered by distillation under reduced pressure, and the concentrate Add 10% NaOH solution to dissolve it, adjust the pH value of the solution to be greater than 11, and precipitate out after the ephedrine is free, filter, and vacuum-dry to obtain a total of 7.5g of a mixture of (±) ephedrine and (±) pseudoephedrine. The calculated reaction yield of propiophenone is 93.8%, and the ratio of (±) ephedrine and (±) pseudoephedrine is 93.5: 6.5 through liquid chromatography analysis.

Embodiment 2

[0023] Dissolve 20 g of α-methylaminopropiophenone hydrochloride in 100 mL of absolute ethanol, and add KBH under stirring 4 2g, the reducing agent potassium borohydride can be added slowly within 15-30min, it is advisable to control the temperature of the reaction system not higher than 30°C, after the addition, continue to stir and react for 3h, after the reaction is over, recover ethanol by vacuum distillation, concentrate Add 10% NaOH solution to the substance and make it dissolve, adjust the pH value of the solution to be greater than 11, precipitate out after ephedrine is free, filter, and evaporate to dryness to obtain a total of 15.3 mixtures of (±) ephedrine and (±) pseudoephedrine, expressed as α-formazine The calculated reaction yield of aminopropiophenone is 95.6%, and the ratio of (±) ephedrine and (±) pseudoephedrine is 97.1: 2.9 through liquid chromatography analysis.

Embodiment 3

[0025] Dissolve 100 g of α-methylaminopropiophenone hydrochloride in 300 mL of methanol (more than 99% content), and add 9.9 g of KBH under stirring 4 , the reducing agent sodium borohydride can be slowly added within 15-30 minutes, it is advisable to control the temperature of the reaction system not higher than 30 ° C, after the addition, continue to stir and react for 30 minutes, after the reaction, the methanol is recovered by distillation under reduced pressure, and the concentrate Add 10% NaOH solution to make it dissolve, adjust the pH value of the solution to be greater than 11, precipitate out after ephedrine is free, filter, and evaporate to dryness to obtain a total of 76.8g of the mixture of (±) ephedrine and (±) pseudoephedrine. The calculated reaction yield of aminopropiophenone is 96.0%, and the ratio of (±) ephedrine and (±) pseudoephedrine is 94.7:5.3 through liquid chromatography analysis.

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PUM

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Abstract

The invention relates to a chemical method for synthesizing ephedrine. In the technology, (+ / -)alpha-methylaminophenylpropanone hydrochloride is taken as a raw material and reduced to the mixtures of (+ / -)ephedrine and (+ / -)pseudoephedrine by a proper reducing agent; the (+ / -)ephedrine is separated, and the l-ephedrine or l-ephedrine hydrochloride is separated by using chiral organic acid as a resolving agent. The method enjoys simple technology, less equipment investment, less environment pollution, less hazardous and poisonous chemical reagents which are used and the like.

Description

technical field [0001] The invention relates to a method for producing ephedrine by chemical synthesis. More specifically, the present invention relates to a kind of hydrochloride that takes (±) α-methylaminopropiophenone as raw material, after reducing it into a mixture of (±) ephedrine and (±) pseudoephedrine by using a suitable reducing agent , isolate (±) ephedrine wherein, further adopt chiral organic acid as resolving agent, resolve the method that obtains L-ephedrine or L-ephedrine hydrochloride. Background technique [0002] Ephedrine is the general term for the main alkaloids such as ephedrine, pseudoephedrine and methylephedrine extracted from Ephedra herba. Refers to L-ephedrine, which is an isomer with D-pseudoephedrine. The natural Chinese medicine ephedra plant is mainly composed of L-ephedrine and D-pseudoephedrine. Levoephedrine has the effects of stimulating the central nervous system, raising blood pressure, expanding bronchi, shrinking nasal mucosa and r...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C215/30C07C213/00C07C213/10
Inventor 刘玉梅骆骏才刘奎钫李新德刘玉英
Owner QINGHAI LAKE PHARMA COMPANY
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