Method for preparing betamethasone ketal by homogeneous reaction at normal temperature

A technology of betamethasone and ketal, which is applied in the field of steroid hormone drug synthesis, can solve the problems of increased quality of side reactions, incomplete reaction, and reduced catalytic effect, so as to reduce the amount of solvents and various materials, and improve the quality of products. The effect of improving quality and yield, and quality standards

Inactive Publication Date: 2011-01-19
TIANJIN JINHUI PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] There are some defects in the traditional preparation method: first, the water-carrying efficiency of benzene is low, and benzene equivalent to 25-40 times of the substrate must be used, and it must be carried out under high-temperature reflux at about 80 ° C, in the form of azeotrope Take the water produced by the reaction out of the system
This has just caused many negative results: First, there will be a large amount of benzene leaking into the production workshop and the surrounding atmospheric environment, which will cause great harm to the human body and the environment; second, benzene can only dissolve the substrate but not well Miscibility with ethylene glycol makes the reaction system a heterogeneous system, which slows down the reaction speed, prolongs the reaction time, and incomplete reaction; third, the reflux temperature is higher, far exceeding the temperature require

Method used

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  • Method for preparing betamethasone ketal by homogeneous reaction at normal temperature
  • Method for preparing betamethasone ketal by homogeneous reaction at normal temperature

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Put 20kg of ethylene glycol, 5kg of triethyl orthoformate, and 0.6kg of boron trifluoride ether into the reaction tank. After stirring evenly, add 10kg of Platinum oxide and 10kg of dichloromethane, and react at room temperature for 2-15 hours. Add triethylamine, the end point is subject to chromatography, and then concentrate, cool down, stand still, shake off the material, and dry to obtain the ketal product.

[0030] After shaking off the material, re-concentrate the filtrate, let it stand, and then throw off the filter to obtain a hemicondensate, which can be re-thrown for ketal reaction, with a yield of 118% and a content of 93.72%.

Embodiment 2

[0032] Put 30kg of ethylene glycol, 30kg of triethyl orthoformate, and 1kg of boron trifluoride ether into the reaction tank. After stirring evenly, add 10kg of Platinum oxide and hemicondensate, and 6kg of dichloromethane, and react at room temperature for 2- After 15 hours, triethylamine was added, the end point was subject to chromatography, and then concentrated, cooled, left standing, shaken, and dried to obtain a ketal product.

[0033] After shaking off the material, re-concentrate the filtrate, let it stand, and then throw off the filter to obtain a hemicondensate, which can be re-thrown for ketal reaction, with a yield of 116% and a content of 91.7%.

Embodiment 3

[0035] Put 60kg of ethylene glycol, 20kg of triethyl orthoformate, and 6kg of boron trifluoride ether into the reaction tank. After stirring evenly, add 10kg of Platinum oxide and hemicondensate, and 15kg of dichloromethane, and react at room temperature for 2- After 15 hours, triethylamine was added, the end point was subject to chromatography, and then concentrated, cooled, left standing, shaken, and dried to obtain a ketal product.

[0036] After shaking off the material, re-concentrate the filtrate, let it stand, and then throw off the filter to obtain a hemicondensate, which can be re-thrown for ketal reaction, with a yield of 115% and a content of 92.3%.

[0037] The properties of the ketal prepared in Examples 1-3 of the present invention: white or off-white crystalline powder. Quality standards for ketals:

[0038] project

[0039] The prepared ketal can be reacted to the final qualified product.

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Abstract

The invention provides a novel method for preparing betamethasone ketal by homogeneous reaction at normal temperature, which comprises the steps of: adding reagents of dichloromethane, triethyl orthoformate and boron fluoride etherate in a normal temperature homogeneous system; carrying out condensation reaction through Platts oxides and ethanediol to prepare betamethasone ketal; reacting for 2-15h, condensing filtrate again, extracting semi-condensed materials, and again putting the materials. The product content is not less than 90 percent and the yield is 115-118 percent. Compared with thetraditional process, the method has the advantages of shortening the reaction time, improving the content and the yield of the betamethasone ketal, reducing the environment pollution, discarding the benzene with huge hurt on the human body and the environment, ensuring that the production process is more environmentally friendly, lowering the labor intensity of workers, generating better social benefit, and being more beneficial to the massive industrialized production.

Description

technical field [0001] The invention belongs to the technical field of steroid hormone drug synthesis, and relates to a production method of an important intermediate ketal product of the steroid hormone betamethasone. Background technique [0002] Betamethasone is an important glucocorticoid drug, which has anti-inflammatory, anti-allergic, anti-toxin, and anti-shock effects. It can improve the adaptability and tolerance of antibodies during stress reactions, so as to reduce the damage of various factors to antibodies. It has inhibitory effect on inflammation caused by various reasons, can relieve the symptoms of immune response, resist bacterial endotoxin damage to the body, and can increase the reactivity of blood vessels to adrenaline drugs, increase blood pressure and improve microcirculation. Compared with dexamethasone, its anti-inflammatory effect is stronger than that of dexamethasone, triamcinolone, and hydrocortisone, with less side effects. [0003] Betamethason...

Claims

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Application Information

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IPC IPC(8): C07J71/00
Inventor 程绍国王润田陈松芸魏树强刘翠华
Owner TIANJIN JINHUI PHARMA
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