Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Preparation method of cortisone acetate

A technology of cortisone acetate and methanesulfonic acid, applied in the direction of steroids, organic chemistry, etc., can solve the problems of high cost and difficult production cost of cortisone acetate, so as to reduce production cost and improve production operation environment , the effect of improving competitiveness

Active Publication Date: 2013-08-07
河北远大九孚生物科技有限公司
View PDF1 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The price of the raw material iodine used in the third step of the above-mentioned traditional production process remains high, and correspondingly, the production cost of cortisone acetate is difficult to decrease

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Preparation method of cortisone acetate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Under the protection of nitrogen flow, 115.2Kg of 17α-hydroxy-4-pregnene-3,11,20-trione was added to 270L of methanol, heated to 55°C under stirring, and then 27.95L of tetrahydropyrrole was added. After the addition is complete, keep it at 55°C for 1 hour to obtain intermediate compound A (that is, the 3-position carbonyl tetrahydropyrrole protection of 17α-hydroxy-4-pregnene-3,11,20-trione), and cool to 0 ℃, filter, drain and wash with 150L of cold methanol, then filter, drain, and the filter cake is directly used for the next reaction.

[0024] Under the protection of nitrogen flow, add the filter cake from the previous step into 1770L of methanol, add 24.5L of methanesulfonic acid under stirring, heat up to a transparent solution, then cool to room temperature, and then add 1.04L of triethyl orthoformate , add dropwise a solution made of 17.15L bromine and 217.8L methanol, dropwise for 2 hours, after the dropwise addition is complete, stir for another 15 minutes, ad...

Embodiment 2

[0026] Under the protection of nitrogen flow, 115.2Kg of 17α-hydroxy-4-pregnene-3,11,20-trione was added to 270L of methanol, heated to 55°C under stirring, then 48L of tetrahydropyrrole was added, and the After completion, keep at 55°C for 1 hour to obtain intermediate compound A (that is, the 3-position carbonyl tetrahydropyrrole protection of 17α-hydroxy-4-pregnene-3,11,20-trione), and cool to 0°C , filtered, drained and washed with 150L of cold methanol, then filtered, drained, and the filter cake was directly used for the next reaction.

[0027] Under the protection of nitrogen flow, add the filter cake from the previous step into 1770L of methanol, add 24.5L of methanesulfonic acid under stirring, heat up to a transparent solution, then cool to room temperature, and then add 2L of triethyl orthoformate, Add dropwise a solution made of 49.35L bromine and 217.8L methanol, dropwise for 2 hours, after the dropwise addition is complete, stir for another 15 minutes, add a solu...

Embodiment 3

[0029] Under the protection of nitrogen flow, 115.2Kg of 17α-hydroxy-4-pregnene-3,11,20-trione was added to 270L of methanol, heated to 55°C under stirring, and then 55.9L of tetrahydropyrrole was added. After the addition is complete, keep it at 55°C for 1 hour to obtain intermediate compound A (that is, the 3-position carbonyl tetrahydropyrrole protection of 17α-hydroxy-4-pregnene-3,11,20-trione), and cool to 0 ℃, filter, drain and wash with 150L of cold methanol, then filter, drain, and the filter cake is directly used for the next reaction.

[0030] Under the protection of nitrogen flow, add the filter cake from the previous step into 1770L of methanol, add 24.5L of methanesulfonic acid under stirring, heat up to a transparent solution, then cool to room temperature, and then add 3.46L of triethyl orthoformate , add dropwise a solution made of 51.46L bromine and 217.8L methanol, dropwise for 2 hours, after the dropwise addition is complete, stir for another 15 minutes, add...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a preparation method of cortisone acetate, which comprises the following steps: preparing the raw material 11-hydroxy-16,17-epoxy-4-ene-3,20-dione into 17-alpha-hydroxy-4-pregnene-3,11,20-trione; and carrying out substitution and replacement reaction on the 17-alpha-hydroxy-4-pregnene-3,11,20-trione with raw materials bromine, potassium acetate and the like to obtain the cortisone acetate. The method specifically comprises the following steps:(a) in an inert gas protective atmosphere, reacting 17-alpha-hydroxy-4-pregnene-3,11,20-trione with pyrrolidine by using alcohol as a solvent to obtain an intermediate compound A; and (b) in an inert gas protective atmosphere and in the presence of catalysts methylsulfonic acid and triethyl orthoformate, carrying out substitution reaction on the intermediate compound A and bromine by using alcohol as a solvent, and carrying out replacement reaction on the product and postassium acetate to obtain the cortisone acetate. The new process disclosed by the invention can greatly lower the production cost of cortisone acetate.

Description

technical field [0001] The invention relates to the technical field of medicine preparation, in particular to a preparation method of cortisone acetate. Background technique [0002] In the prior art, the preparation of cortisone acetate is divided into three steps: [0003] 1. Oxidation of raw material 11-hydroxyl-16,17-epoxy-4-ene-3,20-dione to 16,17-epoxy-4-ene-3,11,20-trione; [0004] 2. 16,17-epoxy-4-ene-3,11,20-trione reacts with hydrobromic acid to open the ring, and then debrominates to obtain 17α-hydroxy-4-pregnene-3,11,20-trione ketone; [0005] 3. 17α-hydroxy-4-pregnene-3,11,20-trione and iodine, potassium acetate and other raw materials undergo substitution and displacement reactions to obtain cortisone acetate 21-acetoxy-17α-hydroxy-4-pregnant Sterene-3,11,20-trione. [0006] The price of the used raw material iodine of the 3rd step of above-mentioned traditional production technology remains high all the time, and correspondingly, cortisone acetate producti...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07J5/00
Inventor 赵云现李超余伟
Owner 河北远大九孚生物科技有限公司
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com