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

A method for preparing 2,4-dimethoxyacetophenone

A technology of methoxyacetophenone and dimethoxybenzene, which is applied in the field of chemical intermediates 2, can solve the problems of dangerous large trifluoromethanesulfonic acid and low product yield, and achieve easy industrial implementation and high reaction yield. The effect of high yield and high yield

Active Publication Date: 2015-08-19
INSIGHT HIGH TECH JIANGSU CO LTD
View PDF1 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the preparation method does not use diethyl ether as a solvent, it uses expensive and dangerous trifluoromethanesulfonic acid, and the yield of the product is not high

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
  • A method for preparing 2,4-dimethoxyacetophenone
  • A method for preparing 2,4-dimethoxyacetophenone
  • A method for preparing 2,4-dimethoxyacetophenone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] 138.2g (1.0mol) of 1,3-dimethoxybenzene and 415.0g of toluene were added to a 1000ml reaction flask, the temperature was lowered to -10°C, 133.3g of aluminum trichloride was added under stirring, and 82.1g of acetonitrile was added dropwise. Pass through dry hydrogen chloride gas, keep it warm at -5~5°C for 20 hours, stop stirring, and filter to obtain a solid; add 300.0 g of water to heat and reflux for 1 hour, cool down and filter to obtain 2,4-dimethoxybenzene Ethyl ketone weighed dry to be 165.8g, the yield was 92.0%, and the content was 99.0%.

Embodiment 2

[0031] 138.2g (1.0mol) of 1,3-dimethoxybenzene and 830.0g of toluene were added to a 2000ml reaction flask, the temperature was lowered to -10°C, 200.0g of aluminum trichloride was added under stirring, and 120.0g of acetonitrile was added dropwise. Pass through dry hydrogen chloride gas, keep it warm at -10~0°C for 30 hours, stop stirring after the reaction, and filter to obtain a solid; add 300.0 g of water to heat and reflux for 1 hour, cool down and filter to obtain 2,4-dimethoxybenzene Ethyl ketone weighed dry to be 168.4g, the yield was 93.4%, and the content was 99.5%.

Embodiment 3

[0033] 138.2g (1.0mol) of 1,3-dimethoxybenzene and 1000.0g of toluene were added to a 2000ml reaction flask, the temperature was lowered to -10°C, 220.0g of aluminum trichloride was added under stirring, and 110.0g of acetonitrile was added dropwise. Pass through dry hydrogen chloride gas, keep it warm at 5-15°C for 10 hours, stop stirring after the reaction, and filter to obtain a solid; add 300.0g of water to heat and reflux for 1 hour, cool down and filter to obtain 2,4-dimethoxyphenylethyl The ketone weighed dry was 166.4g, the yield was 92.3%, and the content was 98.7%.

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 relates to a preparation method of medical intermediate2, 4-dimethoxyacetophenone of flavonoid medicines. According to the preparation method, 1, 3-dimethoxybenzene is taken as a raw material; a solvent and Lewis acid are added; acetonitrile is added dropwise; dry hydrogen chloride gas is delivered; a solid material is obtained via filtration; and the target product is obtained via hydrolysis of the solid material. In the preparation method, ether is not used as the solvent, and trifluoromethanesulfonic acid is not used, so that production cost is lower, operation is simple, and the preparation method is safer, and possesses industrial production value.

Description

technical field [0001] The invention relates to a preparation method of a chemical intermediate 2,4-dimethoxyacetophenone. Background technique [0002] 2,4-dimethoxyacetophenone is an important intermediate in pharmaceutical synthesis, which can be prepared by condensation reaction to obtain chalcones. [0003] As reported in the literature Bioorganic & Medicinal Chemistry Letters, 22(5), 2105-2109; 2012, through the condensation reaction of 2,4-dimethoxyacetophenone and benzaldehyde and its derivatives, the androgen receptor receptor can be prepared 2',4'-dimethoxychalcones as inhibitors. [0004] [0005] Literature Journal of Medicinal Chemistry, 55(7), 3553-3557; 2012, using 2,4-dimethoxyacetophenone as raw material to prepare anti-trypanosomal drug chalcone-2-(hydroxymethyl)phenylboronic acid ring monoester. [0006] Literature Journal of Medicinal Chemistry, 55(3), 1382-1388; 2012, Preparation of glutathione biosynthesis inducer 3-fluoro- 2',4'-Dimethoxychalcon...

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 Patents(China)
IPC IPC(8): C07C49/84C07C45/42
CPCC07C45/44C07C49/84
Inventor 石湘湘黄松华黄玲胡圣祥罗必奎
Owner INSIGHT HIGH TECH JIANGSU 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