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New synthesis process for 2,4-bis(2-chloro-4-trifluoromethylphenoxy-nitrobenzene

A technology of trifluoromethylphenoxy and trifluoromethylphenol, which is applied in the field of new synthesis technology of 2,4-bis(2-chloro-4-trifluoromethylphenoxy)-nitrobenzene, Achieve the effect of reducing the amount of three wastes, easy industrialization, and high product yield

Active Publication Date: 2012-04-04
南通嘉禾化工有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] At present, the domestic production method of this intermediate is obtained by condensing 3,4-dichlorotrifluoromethylbenzene and resorcinol, and then nitrating with mixed acid. The disadvantage of this method is that the first condensation reaction will produce 10-20% isomers

Method used

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  • New synthesis process for 2,4-bis(2-chloro-4-trifluoromethylphenoxy-nitrobenzene
  • New synthesis process for 2,4-bis(2-chloro-4-trifluoromethylphenoxy-nitrobenzene
  • New synthesis process for 2,4-bis(2-chloro-4-trifluoromethylphenoxy-nitrobenzene

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Experimental program
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Effect test

Embodiment 1

[0021] The new synthesis process of 2,4-bis(2-chloro-4-trifluoromethylphenoxy)-nitrobenzene of the present invention, the synthesis process is shown in the following equation:

[0022]

[0023] where: R 1 represents Cl;

[0024] R 2 represents Cl;

[0025] React 86g of 2-chloro-4-trifluoromethylphenol with 40g of 3,4-dinitrochlorobenzene, add 200ml of anhydrous DMF, 67g of anhydrous potassium carbonate and 1.6g of copper powder and stir at 80°C for 15 hours until the reaction Complete, after the reaction is over, cool the reaction mixture to room temperature, then filter, distill the filtrate under reduced pressure to recover DMF, then add 300ml of water and 300ml of toluene, stir well, let stand to separate layers, extract the water layer with toluene, and combine the toluene layers , the toluene layer contains 83g 2,4-bis(2-chloro-4-trifluoromethylphenoxy)-nitrobenzene, and the yield is 80%;

[0026] After the reaction, 2,4-bis(2-chloro-4-trifluoromethylphenoxy)-nitro...

Embodiment 2

[0029] The new synthesis process of 2,4-bis(2-chloro-4-trifluoromethylphenoxy)-nitrobenzene of the present invention, the synthesis process is shown in the following equation:

[0030]

[0031] where: R 1 stands for F;

[0032] R 2 stands for F;

[0033] React 86g of 2-chloro-4-trifluoromethylphenol with 32g of 3,4-dinitrofluorobenzene, add 200ml of anhydrous DMF, 67g of anhydrous sodium ethylate and 1.7g of copper powder and stir at 82°C for 18 hours until the reaction is complete , after the reaction, the reaction mixture was cooled to room temperature, then filtered, the filtrate was distilled under reduced pressure to reclaim DMF, then added 300ml of water and 300ml of toluene, fully stirred, left to stand for layering, the water layer was extracted with toluene, and the toluene layers were combined. The toluene layer contained 85 g of 2,4-bis(2-chloro-4-trifluoromethylphenoxy)-nitrobenzene, and the yield was 85%.

[0034] The invention has the advantages of mild re...

Embodiment 3

[0036] The new synthesis process of 2,4-bis(2-chloro-4-trifluoromethylphenoxy)-nitrobenzene of the present invention, the synthesis process is shown in the following equation:

[0037]

[0038] where: R 1 represents Cl;

[0039] R 2 stands for NO 2 ;

[0040] React 86g of 2-chloro-4-trifluoromethylphenol with 31g of 2,4-dichloronitrobenzene, add 200ml of anhydrous DMF, 67g of anhydrous potassium carbonate and 1.8g of copper powder and stir at 88°C for 17 hours until the reaction Complete, after the reaction is over, cool the reaction mixture to room temperature, then filter, distill the filtrate under reduced pressure to recover DMF, then add 300ml of water and 300ml of toluene, stir well, let stand to separate layers, extract the water layer with toluene, and combine the toluene layers , the toluene layer contains 86g of 2,4-bis(2-chloro-4-trifluoromethylphenoxy)-nitrobenzene, and the yield is 88%;

[0041] After the reaction, 2,4-bis(2-chloro-4-trifluoromethylphenoxy...

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Abstract

The present invention relates to a new synthesis process for 2,4-bis(2-chloro-4-trifluoromethylphenoxy-nitrobenzene. The synthesis process is characterized in that: R1 represents F or Cl; R2 represents F, Cl or NO2; 2-chloro-4-trifluoromethylphenol represented by the formula [2] reacts with a compound represented by the formula [3], then a solvent, a anhydrous base and a catalyst are added; the resulting mixture is stirred for 15-20 hours at a temperature of 80-90 DEG C until the reaction is completed, wherein a molar ratio of the 2-chloro-4-trifluoromethylphenol to the compound is 1.5-3.0:1; after completing the reaction, the reaction mixture is cooled to the room temperature, and then filtered; the resulting filtrate is subjected to vacuum distillation to recover the solvent; then water and toluene are added and completely stirred, wherein a mass ratio of the water to the toluene is 1:1; then treatments of standing and demixing are performed, the water layer is extracted with toluene; the toluene layer is combined, the toluene layer contains the 2,4-bis(2-chloro-4-trifluoromethylphenoxy-nitrobenzene, and the yield is 80-90%. The new synthesis process of the present invention has the following advantages that: the reaction conditions are mild; the method is applicable for industrialization; the product yield is high; the process is simple; the cost is low; the amount of the three wastes is reduced.

Description

technical field [0001] The invention relates to a new synthesis process of 2,4-bis(2-chloro-4-trifluoromethylphenoxy)-nitrobenzene. Background technique [0002] At present, the domestic production method of this intermediate is obtained by condensing 3,4-dichlorotrifluoromethylbenzene and resorcinol, and then nitrating with mixed acid. The disadvantage of this method is that the first condensation reaction will produce 10-20% isomers. Contents of the invention [0003] The purpose of the present invention is to provide a new synthesis process of 2,4-bis(2-chloro-4-trifluoromethylphenoxy)-nitrobenzene. [0004] The technical scheme adopted in the present invention is: [0005] A new synthesis process of 2,4-bis(2-chloro-4-trifluoromethylphenoxy)-nitrobenzene, the synthesis process is shown in the following equation: [0006] [0007] where: R 1 stands for F or Cl; [0008] R 2 stands for F, Cl or NO 2 ; [0009] In the formula [2], 2-chloro-4-trifluoromethylphen...

Claims

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Application Information

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IPC IPC(8): C07C205/38C07C201/12
Inventor 廖道华周耀明陈曙光陈倩朱贲孝金宽洪
Owner 南通嘉禾化工有限公司
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