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

Dehydrogenation method for preparing canrenone

A technology of canrenone and dehydrogenation, applied in chemical instruments and methods, steroids, lactone steroids, etc., can solve the problem of high price

Pending Publication Date: 2021-12-03
SHANDONG SITO BIO TECHNOLOGY CO LTD +1
View PDF3 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The present invention is aimed at the dehydrogenation process of canrenone, and adopts the method of bromination and debromination, and the debromination reagent uses calcium bromide and calcium carbonate to replace the high-priced lithium bromide and lithium carbonate in the existing bromination and debromination methods, and Realized the dehydrogenation process of clean production of canrenone with high yield and high content, and solved the problem of a large amount of phenol-containing wastewater produced by dehydrogenation of chloranil

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
  • Dehydrogenation method for preparing canrenone
  • Dehydrogenation method for preparing canrenone
  • Dehydrogenation method for preparing canrenone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Bromine: add 100 ml of acetone solvent, 30 g of intermediate A, 0.15 g of anhydrous sodium acetate, N2 protection under ice-salt bath conditions, when the temperature drops below 0 °C, add a total of 15 g in batches N-bromosuccinimide (NBS), and reaction in the dark, after adding 30 minutes, HPLC or TLC monitoring reaction, HPLC monitoring conditions: mobile phase acetonitrile: water=85:15, wavelength=254nm, flow rate=1ml / min, TLC conditions: PE:EA=3:1. After the reaction, add saturated sodium carbonate solution, and filter to obtain the bromide intermediate for use.

[0039] Debromination: Add 15 grams of calcium carbonate and 3 grams of calcium bromide, 100 milliliters of N,N-dimethylformamide, N 2 Replacement and protection, when the temperature rises to 95 ° C, start to add 60 ml of dichloromethane solution of the bromine intermediate dropwise, and continuously distill the dichloromethane solution, and react for 1.5 hours after the dropwise addition is completed. ...

Embodiment 2

[0044] Bromine: add 60 ml of acetone solvent, 30 g of intermediate A, 0.15 g of anhydrous sodium acetate in the reaction flask, and N under ice-salt bath conditions 2 Protection, when the temperature drops below 5°C, add a total of 15 grams of N-bromosuccinimide (NBS) in batches, and react in the dark. After adding for 30 minutes, HPLC or TLC monitors the reaction. HPLC monitoring conditions: Mobile phase acetonitrile: water=85:15, wavelength=254nm, flow rate=1ml / min, TLC condition: PE:EA=3:1. After the reaction, add saturated sodium carbonate solution, and filter to obtain the bromide intermediate for use.

[0045] Debromination: Add 18 grams of calcium carbonate and 3 grams of calcium bromide, 100 milliliters of N,N-dimethylformamide, N 2 Replacement and protection, when the temperature rises to 65 ° C, start to add 60 ml of dichloromethane solution of the bromine intermediate dropwise, and continuously distill the dichloromethane solution, and react for 1.5 hours after the...

Embodiment 3

[0047] Bromine: Add 100 ml of acetone solvent, 30 g of intermediate A, 0.15 g of anhydrous sodium acetate in the reaction flask, and N under ice-salt bath conditions 2 Protection, when the temperature drops below 0°C, add a total of 15 grams of N-bromosuccinimide (NBS) in batches, and react in the dark. After adding for 30 minutes, HPLC or TLC monitors the reaction. HPLC monitoring conditions: Mobile phase acetonitrile: water=85:15, wavelength=254nm, flow rate=1ml / min, TLC condition: PE:EA=3:1. After the reaction, add saturated sodium carbonate solution, and filter to obtain the bromide intermediate for use.

[0048] Debromination: Add 30 grams of calcium carbonate, 100 milliliters of N,N-dimethylformamide, N 2 Replacement and protection, when the temperature rises to 95 ° C, start to add 60 ml of dichloromethane solution of the bromine intermediate dropwise, and continuously distill the dichloromethane solution, and react for 1.5 hours after the dropwise addition is complete...

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 dehydrogenation method for preparing canrenone, which comprises the following steps: by taking an intermediate A as a raw material, brominating to obtain a brominated intermediate, then debrominating the brominated intermediate, and adopting calcium bromide and calcium carbonate as debrominating reagents, thereby realizing a dehydrogenation process for clean production of canrenone with high yield and high content. The problem that a large amount of phenol-containing wastewater is generated by dehydrogenation of chloranil is solved.

Description

technical field [0001] The invention relates to the technical field of organic preparation, in particular to a dehydrogenation method for preparing canrenone. Background technique [0002] Steroid drugs are an important and very important class of drugs in biomedicine. Its development can be simply summarized into two time periods, the first time period is the early extraction, separation and structure identification, and the second time period is mainly used for the treatment of related diseases. The first time period is from 1900 to the 1940s, in which progesterone, testosterone, equinein, estrone, androsterone, estradiol, estriol and other steroid hormones are all in the Discovered in the 1920s and 1930s. Since then, adrenaline hormones were discovered by American scientists. German biochemist Butnant conducted research on sex hormones and identified their structures, and together with Lu Qika won the 1939 Nobel Prize in Chemistry. Since then, steroids have entered the...

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): C07J21/00
CPCC07J21/003
Inventor 米奇邹小毛孙福锁王玉帅华玉苍
Owner SHANDONG SITO BIO TECHNOLOGY CO LTD
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