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Preparation method of 5-bromo-2-chloro-4 '-ethoxydiphenylmethane

A technology of ethoxydiphenylmethane and ethoxybenzophenone, which is applied in the field of drug synthesis, can solve the problems of highly toxic cyanide and serious pollution, so as to improve reaction efficiency, reduce production costs, and reduce public project expenditures Effect

Pending Publication Date: 2020-09-15
吴赣药业(苏州)有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The benzylation of this process route uses AIBN, which will produce highly toxic cyanide during the reaction process, causing serious pollution

Method used

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Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0022] A preparation method of 5-bromo-2-chloro-4'-ethoxydiphenylmethane is characterized in that it comprises the following steps:

[0023] Step S1, preparation of 5-bromo-2-chlorobenzoyl chloride: add 5-bromo-2-chlorobenzoic acid into dichloromethane, stir in an ice-water bath for 20-30 minutes, then add oxalyl chloride dropwise, The dropwise addition is completed within 1-2 hours. After the dropwise addition, the reaction is stirred at the first reaction temperature for 8-10 hours, and then the solvent and unreacted reactants are removed by rotary evaporation to obtain 5-bromo-2-chlorobenzoyl chloride; And the substance removed by rotary evaporation is recovered by condensation and reused as a solvent;

[0024] Step S2, the preparation of 5-bromo-2-chloro-4'-ethoxybenzophenone: 5-bromo-2-chlorobenzoyl chloride prepared through step S1, half weight of Friedel-Crafts acylation catalyst Add it into dichloromethane, stir and react in the ice-water mixture for 1-2 hours, then a...

Embodiment 1

[0035] Embodiment 1 provides a kind of preparation method of 5-bromo-2-chloro-4'-ethoxydiphenylmethane, it is characterized in that, comprises the following steps:

[0036] Step S1, Preparation of 5-bromo-2-chlorobenzoyl chloride: Add 5-bromo-2-chlorobenzoic acid into dichloromethane, stir in an ice-water bath for 20 minutes, then add oxalyl chloride dropwise for 1 hour After the dropwise addition, the reaction was stirred and reacted at the first reaction temperature for 8 hours after the dropwise addition, and the solvent and unreacted reactants were removed by rotary evaporation to obtain 5-bromo-2-chlorobenzoyl chloride; and the rotary evaporation was removed The substance is recovered by condensation and reused as a solvent;

[0037] Step S2, the preparation of 5-bromo-2-chloro-4'-ethoxybenzophenone: 5-bromo-2-chlorobenzoyl chloride prepared through step S1, half weight of Friedel-Crafts acylation catalyst Add it into dichloromethane, stir and react in the ice-water mixt...

Embodiment 2

[0045] Example 2 provides a method for preparing 5-bromo-2-chloro-4'-ethoxydiphenylmethane, which is basically the same as in Example 1, except that the 5-bromo-2- The molar ratio of chlorobenzoic acid, dichloromethane, and oxalyl chloride is 1:7:1.8; the first reaction temperature is 17°C; the 5-bromo-2-chlorobenzoyl chloride, Friedel-Crafts acylation described in step S2 The mol ratio of catalyzer, methylene chloride, phenetole is 1:1.3:5:1; Described Friedel-Crafts acylation catalyst is made of anhydrous aluminum chloride, anhydrous cupric chloride, anhydrous zinc chloride, lanthanum chloride Cerium is mixed at a mass ratio of 1:0.5:1:0.15.

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PUM

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Abstract

The invention relates to a preparation method of 5-bromo-2-chloro-4 '-ethoxydiphenylmethane. The preparation method is characterized by comprising the following steps: step S1, preparation of 5-bromo-2-chlorobenzoyl chloride, step S2, preparation of 5-bromo-2-chloro-4'-ethoxybenzophenone, and step S3, preparation of 5-bromo-2-chloro-4 '-ethoxydiphenylmethane. The invention further discloses the 5-bromine-2-chloro-4 '-ethoxydiphenylmethane prepared according to the preparation method of the 5-bromine-2-chloro-4'-ethoxydiphenylmethane. The invention further discloses the 5-bromine-2-chloro-4 '-ethoxydiphenylmethane prepared according to the preparation method of the 5-bromine-2-chloro-4'-ethoxydiphenylmethane. According to the preparation method of the 5-bromo-2-chloro-4 '-ethoxydiphenylmethane, traditional preparation process conditions are optimized and innovated, the method effectively improves the product purity, the reaction conversion rate and the production efficiency, has no special requirements on reaction conditions and equipment, is suitable for industrial production, causes less pollution to the environment and effectively realizes good combination of economic benefits, social benefits and ecological benefits.

Description

technical field [0001] The invention relates to the technical field of drug synthesis, in particular to a preparation method of 5-bromo-2-chloro-4'-ethoxydiphenylmethane. Background technique [0002] With the development of the economy and the progress of the society, people's living standards have been improved year by year, and the lifestyle and rhythm of life have also undergone tremendous changes. The pressure from life and work is increasing. It is under the influence of these factors that more and more More people are suffering from diabetes, and the patients are getting younger. Diabetes is another major fatal disease after cancer. It is a kind of cardiovascular disease. This chronic disease brings great pain and economic burden to patients. Appropriate drug treatment is needed to relieve patients' pain and improve their lives. An effective measure of quality. [0003] Dapagliflozin is a sodium-glucose cotransporter inhibitor, C-aryl glucoside compound, chemical na...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C41/18C07C43/225C07C45/46C07C49/84C07C51/60C07C63/70
CPCC07C41/18C07C43/225C07C45/46C07C51/60C07C63/70C07C49/84
Inventor 钱炜雯刘永超
Owner 吴赣药业(苏州)有限公司
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