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Preparation method for 2,2,2-trifluoroethoxy aromatic hydrocarbon derivant

A technology of trifluoroethoxy aromatic hydrocarbon and trifluoroethoxy, which is applied in 2 fields and can solve problems such as difficult preparation, unsuitable for large-scale production, and difficult to obtain

Inactive Publication Date: 2012-07-04
SHANGHAI SINOFLUORO SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the above methods, some raw materials (such as trifluoroethoxy ester) are difficult to prepare and are not easy to obtain; some raw materials are more expensive and are not suitable for large-scale production

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0009] Add 100% of anhydrous water into a clean and anhydrous four-necked flask, add 100ml of trifluoroethanol at one time, stir, and protect the entire reaction system with nitrogen. ), under stirring, add 2.3 g of sodium that has been cut in batches until the sodium has completely reacted, and continue stirring for 30 minutes to obtain a clear and transparent liquid, namely sodium 2,2,2-trifluoroethoxide solution. Add 0.02mol CuI and 0.01mol bromophenol to the solution at one time and slowly raise the temperature to 130 degrees Celsius, stir for 15 minutes, cool down to 100 degrees Celsius after the reaction is completed, remove 2 / 3 of the volume of solvent by using a vacuum pump with water, and continue to cool down to room temperature. Add a small amount of diatomaceous earth and 100 g of water, stir for 10 min, filter to remove the catalyst, and extract the filtrate with 100 ml of ethyl acetate for 3 times, then wash the extract with water, dry overnight with anhydrous mag...

Embodiment 2

[0011] Add 100% of anhydrous water into a clean and anhydrous four-necked flask, add 100ml of trifluoroethanol at one time, stir, and protect the entire reaction system with nitrogen. ), under stirring, add 2.3 g of sodium that has been cut in batches until the sodium has completely reacted, and continue stirring for 30 minutes to obtain a clear and transparent liquid, namely sodium 2,2,2-trifluoroethoxide solution. Add 0.02mol CuI and 0.01mol 4-bromonitrobenzene to the solution at one time and slowly raise the temperature to 130 degrees Celsius, stir for 15 minutes, cool down to 100 degrees Celsius after the reaction is completed, remove 2 / 3 of the volume of solvent by using a vacuum pump with water, and continue to cool down To room temperature, add a small amount of diatomaceous earth and 100g of water, stir for 10min, remove the catalyst by filtration, extract the filtrate with 100ml of ethyl acetate for 3 times, then wash the extract with water, dry it with anhydrous magne...

Embodiment 3

[0013] Add 100% of anhydrous water into a clean and anhydrous four-necked flask, add 100ml of trifluoroethanol at one time, stir, and protect the entire reaction system with nitrogen. ), under stirring, add 2.3 g of sodium that has been cut in batches until the sodium has completely reacted, and continue stirring for 30 minutes to obtain a clear and transparent liquid, namely sodium 2,2,2-trifluoroethoxide solution. Add 0.02mol CuI and 0.01mol 2-bromonitrobenzene to the solution at one time and slowly raise the temperature to 130 degrees Celsius, stir for 15 minutes, cool down to 100 degrees Celsius after the reaction is completed, remove 2 / 3 of the volume of solvent by using a vacuum pump with water, and continue to cool down To room temperature, add a small amount of diatomaceous earth and 100g of water, stir for 10min, remove the catalyst by filtration, extract the filtrate with 100ml of ethyl acetate for 3 times, then wash the extract with water, dry it with anhydrous magne...

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PUM

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Abstract

The invention discloses a preparation method for 2,2,2-trifluoroethoxy aromatic hydrocarbon derivant, which is characterized in that halogenated aromatic derivant and 2,2,2-trifluoroethanol sodium serve as raw materials, and a series of 2,2,2-trifluoroethoxy aromatic hydrocarbon derivants, such as 4-(2,2,2-trifluoroethoxy) phenol, 4-(2,2,2-trifluoroethoxy) nitrobenzene, 2-(2,2,2-trifluoroethoxy) nitrobenzene and 4-(2,2,2-trifluoroethoxy) benzene acetonitrile, can be prepared under the action of cuprous iodide which is catalyst. The preparation method for the 2,2,2-trifluoroethoxy aromatic hydrocarbon derivant has the advantages of moderate reaction condition and is simple to operate.

Description

technical field [0001] The invention relates to the field of fluorine chemical industry, in particular to a synthesis method of 2,2,2-trifluoroethoxy arene derivatives. Background technique [0002] The synthesis methods of trifluoroethoxy compounds mainly include the following: using halogenated aromatic hydrocarbons and various trifluoroethoxy esters (such as: trifluoroethoxy sulfonate, trifluoroethoxy benzene sulfonate, etc. ) as raw material, hexamethylphosphoric triamide as solvent and sodium hydride reaction synthesis; phenols and iodotrifluoroethane as starting raw materials, DMSO as solvent, reaction under the action of catalyst potassium fluoride; React with sodium hydride and trifluoroethanol, use DMF as solvent; use nitropyridine, trifluoroethanol, potassium carbonate as raw material, acetonitrile as solvent, and react under the catalysis of tetrabutylammonium bromide. In the above methods, some raw materials (such as trifluoroethoxy ester) are difficult to prepa...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C255/54C07C255/30C07C201/12C07C205/37C07C41/01C07C43/23
Inventor 柳叶张巍
Owner SHANGHAI SINOFLUORO SCI
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