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Synthetic method of 2-(2,4- dichlorophenoxy) propionic acid

A technology of dichlorophenoxy and synthesis method, which is applied in the field of intermediates of the agricultural fungicide rice blastamide, can solve problems such as unfavorable popularization and application, discharge of phenol-containing wastewater, and reduce production costs and discharge of phenol-containing wastewater Effect

Active Publication Date: 2008-11-12
JIANGSU CHANGQING AGROCHEMICAL CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Report in EP263393 that this intermediate 2-(2,4-dichlorophenoxy group) propionic acid synthetic method adopts water as medium, and its yield only has about 90%, and the reaction time is 15 hours, also causes a large amount of waste water containing phenol emission, which is not conducive to popularization and application

Method used

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  • Synthetic method of 2-(2,4- dichlorophenoxy) propionic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] In a 1000ml reaction flask equipped with stirring, thermometer and reflux condenser, add 163g (1mol) 2,4-dichlorophenol, 400ml dimethyl sulfoxide, 109g (1mol) 2-chloropropionic acid, 125g (2mol) Potassium hydroxide and 2 g of dimethylaminopyridine were heated to 30°C and stirred for 10 hours. After the reaction, at the bottom temperature of 30°C, sulfuric acid was added dropwise to neutralize, filtered, and the solvent was distilled off under reduced pressure.

[0016] Take 254g of solid matter, add 635g of n-hexane, stir and cool to room temperature, and filter to obtain 227g of product 2-(2,4-dichlorophenoxy)propionic acid with a yield of 93%.

Embodiment 2

[0018] In a 1000ml reaction flask equipped with stirring, thermometer and reflux condenser, add 163g (1mol) 2,4-dichlorophenol, 400ml dimethyl sulfoxide, 109g (1mol) 2-chloropropionic acid, 125g (2mol) Potassium hydroxide and 4 g of dimethylaminopyridine were stirred at 20° C. for 10 hours. After the reaction was completed, sulfuric acid was added dropwise for neutralization, and the mixture was filtered, and the solvent was distilled off under reduced pressure.

[0019] Take 260 g of solid matter, add 780 g of n-hexane, stir and cool to room temperature, and filter to obtain 227 g of product 2-(2,4-dichlorophenoxy)propionic acid with a yield of 93%.

Embodiment 3

[0021] In 1000ml reaction flask equipped with stirring, thermometer and reflux condenser, add 163g (1mol) 2,4-dichlorophenol, 300ml dimethyl sulfoxide, 109g (1mol) 2-chloropropionic acid, 125g (2mol) Potassium hydroxide and 1.5 g of dimethylaminopyridine were stirred at 80° C. for 8 hours. After the reaction, the mixture was kept at 80° C., neutralized by dropwise addition of sulfuric acid, filtered, and the solvent was distilled off under reduced pressure.

[0022] Take 257g of solid matter, add 550g of n-hexane, stir and cool to room temperature, and filter to obtain 225g of product 2-(2,4-dichlorophenoxy)propionic acid with a yield of 93.2%.

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Abstract

The invention discloses a method for synthesizing 2-(2, 4-dichlorophenoxy)propionic acid, which relates to a synthetic process for an intermediate of agricultural fungicide fenoxanil. 2, 4-dichlorophenol, 2-chloro-propanoic acid, potassium hydroxide and surfactant are added in dimethyl sulfoxide solvent, the reaction temperature is controlled to be between 20 and 80 DEG C and is maintained after the reaction is finished, the mixture is neutralized by sulphuric acid and is filtered, and the solvent is removed by reduced pressure distillation; a solid matter is added with n-hexane, the mixture is deceased to the room temperature and filtered to produce the 2-(2, 4-dichlorophenoxy)propionic acid. The synthetic method adopts the solvent to replace water as medium, which ensures that the condensation yield is improved to 90 percent and reduces the discharge of waste water containing phenol in the reaction; the recovery and reuse of the solvent reduces production cost, thereby having mass popularization prospect.

Description

technical field [0001] The invention relates to a synthesis process of 2-(2,4-dichlorophenoxy)propionic acid, an intermediate of agricultural fungicide rice blast amide. Background technique [0002] 2-(2,4-Dichlorophenoxy)propionic acid is an important intermediate in the synthesis of agricultural fungicide rice blast amide. Blast amide is widely used to control rice blast, sheath blight and wheat scab. In EP263393, it is reported that this intermediate 2-(2,4-dichlorophenoxy) propionic acid synthesis method adopts water as a medium, and its yield is only about 90%, and the reaction time is 15 hours, which also causes a large amount of phenol-containing wastewater. emissions, which is not conducive to popularization and application. SUMMARY OF THE INVENTION [0003] The object of the present invention is to provide a method for synthesizing 2-(2,4-dichlorophenoxy)propionic acid, which has short reaction time and high yield, and reduces the discharge of phenol-containing...

Claims

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Application Information

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IPC IPC(8): C07C59/70C07C51/367
Inventor 于国权吕良忠沈迎春
Owner JIANGSU CHANGQING AGROCHEMICAL CO LTD