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Preparation and refining method of alpha-(N-benzyl-N-methyl amino)-m-hydroxyacetophenone hydrochloride

The technology of hydroxyacetophenone hydrochloride and m-hydroxyacetophenone is applied in the field of preparation and refining of α--m-hydroxyacetophenone hydrochloride, and can solve the problem of difficult post-processing, long reaction steps and environmental pollution Small problems, etc., to achieve the effect of being conducive to solvent recovery, low cost, and improving yield

Active Publication Date: 2013-11-06
TAILITE MEDICINE HUBEI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In view of the deficiencies in the methods of the prior art, such as long reaction steps, low total yield, high cost, use of toxic organic solvents, difficult post-processing, and poor quality of finished products, the first object of the present invention To provide a method for preparing α-(N-benzyl-N-methylamino)-m-hydroxyacetophenone hydrochloride with simple process, low cost, high yield, less waste and less environmental pollution

Method used

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  • Preparation and refining method of alpha-(N-benzyl-N-methyl amino)-m-hydroxyacetophenone hydrochloride
  • Preparation and refining method of alpha-(N-benzyl-N-methyl amino)-m-hydroxyacetophenone hydrochloride
  • Preparation and refining method of alpha-(N-benzyl-N-methyl amino)-m-hydroxyacetophenone hydrochloride

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Embodiment 1

[0025] Synthesis and purification of embodiment 1α-(N-benzyl-N-methylamino)-m-hydroxyacetophenone hydrochloride

[0026] Petroleum ether: 400kg

[0027] m-Hydroxyacetophenone: 68kg

[0028] Tetramethylammonium bromide: 0.7kg

[0029] C 5 h 5 N·HBr·Br 2 : 80kg

[0030] Sodium carbonate: 30kg

[0031] N-methylbenzylamine: 121kg

[0032] Hydrochloric acid: 100kg

[0033] Ethanol: 300kg

[0034] (1) Catalyzed bromination reaction:

[0035] In a 1500L reactor, put 400kg of petroleum ether and 68kg of m-hydroxyacetophenone, add 0.7kg of catalyst tetramethylammonium bromide, stir for 0.5h after warming up to room temperature, add brominating agent C 5 h 5 N·HBr·Br 2 80kg, about 1h, the generated hydrogen bromide waste gas is absorbed with lye, after the dropwise addition, keep warm for 2h, and the bromide reaction liquid is obtained.

[0036] (2) Amination condensation reaction:

[0037] Transfer the above bromination reaction solution to the amination kettle, add 50kg...

Embodiment 2

[0042] Synthesis and purification of embodiment 2α-(N-benzyl-N-methylamino)-m-hydroxyacetophenone hydrochloride

[0043] Petroleum ether: 400kg

[0044] m-Hydroxyacetophenone: 70kg

[0045] Tetramethylammonium bromide: 1.1kg

[0046] C 5 h 5 N·HBr·Br 2 : 90kg

[0047] Sodium carbonate: 30kg

[0048] N-methylbenzylamine: 130kg

[0049] Hydrochloric acid: 120kg

[0050] Ethanol: 310kg

[0051] (1) Catalyzed bromination reaction:

[0052] In a 1500L reactor, put 400kg of petroleum ether and 70kg of m-hydroxyacetophenone, add 1.1kg of catalyst tetramethylammonium bromide, stir for 0.5h after warming up to room temperature, add brominating agent C 5 h 5 N·HBr·Br 2 90kg, about 1h, the generated hydrogen bromide waste gas is absorbed with lye, and after the dropwise addition, keep warm for 3h to obtain the bromide reaction liquid.

[0053] (2) Amination condensation reaction:

[0054] Transfer the above bromination reaction solution to the amination kettle, add 50kg of w...

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Abstract

The invention relates to preparation and a refining method of alpha-(N-benzyl-N-methyl amino)-m-hydroxyacetophenone hydrochloride. The alpha-(N-benzyl-N-methyl amino)-m-hydroxyacetophenone hydrochloride is prepared by performing catalytic bromination, amination condensation and a salifying reaction on m-hydroxyacetophenone, a bromizating agent and methyl benzyl amine which serve as main raw materials and single petroleum ether which serves as a solvent. The method has a simple and convenient process, uses readily available raw materials and avoids using chemical solvents such as inflammable solvents, explosive solvents, toxic solvents and the like in a preparation process. The alpha-(N-benzyl-N-methyl amino)-m-hydroxyacetophenone hydrochloride has the characteristics of high yield, high purity, low cost, environmental friendliness and the like.

Description

technical field [0001] The invention relates to a preparation and refining method of α-(N-benzyl-N-methylamino)-m-hydroxyacetophenone hydrochloride, belonging to the technical field of chemical synthesis. Background technique [0002] Phenylephrine Hydrochloride (Phenylephedrine Hydrochloride), also known as phenylephrine, phenylephrine hydrochloride, is an α-adrenergic receptor stimulant. It mainly increases peripheral vascular resistance, constricts local blood vessels, and increases blood pressure; during anesthesia, compared with lidocaine hydrochloride, it can shorten the induction time of anesthesia, has good anesthesia effect, less dosage, and relatively less side effects It is also used for supraventricular tachycardia and mydriasis examination, etc., and this product has a great market prospect in these treatment fields. [0003] α-(N-benzyl-N-methylamino)-m-hydroxyacetophenone hydrochloride is the key intermediate for preparing phenylephrine hydrochloride. At pres...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C225/16C07C221/00
Inventor 刘明星吴缘张志祥
Owner TAILITE MEDICINE HUBEI
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