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

A kind of preparation method of 2-(5-fluoro-2,4-dinitrophenoxy)acetic acid

A technology of dinitrophenoxy and dinitrobenzene, which is applied in the field of preparation of 2-acetic acid, can solve the problems of high production cost, high price, unfavorable commercial production, etc., and achieve short reaction time, less waste, and post-treatment simple effect

Active Publication Date: 2022-04-26
内蒙古世杰化工有限公司
View PDF9 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0012] Although this method has a short route, expensive glycolic acid needs to be used in the preparation process of the raw material dicyclohexyl ammonium glycolate, and the production cost is high, which is not conducive to commercial production

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 kind of preparation method of 2-(5-fluoro-2,4-dinitrophenoxy)acetic acid
  • A kind of preparation method of 2-(5-fluoro-2,4-dinitrophenoxy)acetic acid
  • A kind of preparation method of 2-(5-fluoro-2,4-dinitrophenoxy)acetic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Add 6.12g of 1,5-difluoro-2,4-dinitrobenzene, 15mL of ethylene glycol, and 3.03g of triethylamine into the reactor, and react at room temperature for 2.5h. After the reaction, add 20ml of water, extract with 50ml of toluene, wash the organic layer once with 20ml of water, collect the organic phase and obtain 2-(5-fluoro-2,4-dinitrophenoxy)ethanol with a yield of 84% ; 1 H NMR (500MHz, CDCl 3 )δ8.81(d, J=7.8Hz, 1H), 7.04(d, J=11.9Hz, 1H), 4.44–4.29(m, 2H), 4.08(dt, J=5.8, 4.6Hz, 2H), 2.40 (t, J=6.3Hz, 1H).

Embodiment 2

[0029] Add 10.2g of 1,5-difluoro-2,4-dinitrobenzene, 14mL of ethylene glycol, and 4.24g of anhydrous sodium carbonate into the reactor, and react at room temperature for 3h. After the reaction, add 30ml of water, extract with 55ml of toluene, wash the organic layer once with 20ml of water, collect the organic phase and obtain 2-(5-fluoro-2,4-dinitrophenoxy)ethanol with a yield of 86% .

Embodiment 3

[0031] Add 12.2g of 1,5-difluoro-2,4-dinitrobenzene, 23mL of ethylene glycol, and 5.05g of triethylamine into the reactor, and react at room temperature for 2h. After the reaction, add 35ml of water, extract with 55ml of toluene, wash the organic layer once with 30ml of water, collect the organic phase and obtain 2-(5-fluoro-2,4-dinitrophenoxy)ethanol with a yield of 85% .

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 2-(5-fluoro-2,4-dinitrophenoxy)acetic acid. The preparation method comprises: using 1,5-difluoro-2,4-dinitrobenzene and ethylene glycol as raw materials, reacting under the action of a base to obtain 2-(5-fluoro-2,4-dinitrobenzene Oxygen) ethanol, 2-(5-fluoro-2,4-dinitrophenoxy)ethanol is oxidized under the action of an oxidizing agent to obtain 2-(5-fluoro-2,4-dinitrophenoxy)acetic acid. The preparation method of the invention has the advantages of simple process operation, short reaction time, no need for high temperature, high product purity and high yield, and the whole process is green and environmentally friendly, with less three wastes.

Description

technical field [0001] The invention relates to the field of preparation of pesticide raw materials, in particular to a preparation method of 2-(5-fluoro-2,4-dinitrophenoxy)acetic acid. Background technique [0002] 2-(5-Fluoro-2,4-dinitrophenoxy)acetic acid is an important pesticide intermediate used in the preparation of N-phenylphthalimide herbicide propargylfluramid. 2-(5-fluoro-2,4-dinitrophenoxy)acetic acid and its esters are hydrogenated under palladium / carbon or platinum / carbon catalysis to obtain 6-amino-7-fluoro-1,4-benzoxazine- 3(4H)-ketone (US4803270, Bioscience Biotechnology and Biochemistry, 1994, 58(4), 788-789), 6-amino-7-fluoro-4-propynyl-1,4-benzoxazine-3(4H )-ketone reacts with 3,4,5,6-tetrahydrophthalic anhydride to prepare flumecil propargyl (US5108488, US4640707). [0003] At present, the preparation methods of 2-(5-fluoro-2,4-dinitrophenoxy)acetic acid reported in the literature mainly include 3-fluorophenol method, 2,4-difluoronitrobenzene method an...

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): C07C205/37C07C201/12
CPCC07C201/12C07C205/37
Inventor 张盼关保川盛秋菊陈邦池
Owner 内蒙古世杰化工有限公司
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