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Method for preparing trifluoromethylsulfonyl fluoride from trifluoromethylsulfonyl chloride

A technology of trifluoromethanesulfonyl chloride and trifluoromethanesulfonyl, applied in the field of organic chemical industry, to achieve the effects of improving reaction speed and production efficiency, simple synthesis route, and high fault tolerance rate

Inactive Publication Date: 2019-05-31
WUHAN UNIV +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The method provided by the invention is carried out in an anhydrous environment, and there is no problem of reaction between raw materials and target products and water, and of course it will not generate a large amount of heat, nor will it generate HF or HCl toxic gas

Method used

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  • Method for preparing trifluoromethylsulfonyl fluoride from trifluoromethylsulfonyl chloride
  • Method for preparing trifluoromethylsulfonyl fluoride from trifluoromethylsulfonyl chloride

Examples

Experimental program
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Effect test

Embodiment 1

[0038] 10 g of potassium fluoride and 0.1 g of 18-crown-6 were added to 30 mL of anhydrous acetonitrile solution, 10 g of trifluoromethanesulfonyl chloride was added dropwise to the solution, and the solution was placed in an ice-water bath with the temperature kept at 0°C. After the dropwise addition was completed, it was kept for 2 hours. After the reaction was finished, 3.48 g of trifluoromethanesulfonyl fluoride could be collected in No. 2 cold trap, with a yield of 40% and a purity of 94.0%.

Embodiment 2

[0040] 100 g of potassium fluoride and 5 g of 18-crown-6 were added to 400 mL of anhydrous acetonitrile solution, 100 g of trifluoromethanesulfonyl chloride was added dropwise to the solution, and the solution was placed in an ice-water bath with the temperature kept at 0°C. After the dropwise addition was completed, it was kept for 2 hours. After the reaction was finished, 56.55 g of trifluoromethanesulfonyl fluoride could be collected in No. 2 cold trap, with a yield of 65% and a purity of 98.4%.

Embodiment 3

[0042] Add 50 g of potassium fluoride and 1.25 g of 18-crown-6 into 200 mL of anhydrous acetonitrile solution, add 50 g of trifluoromethanesulfonyl chloride dropwise into the solution, and place the solution in an ice-water bath with the temperature kept at 0°C. After the dropwise addition was completed, it was kept for 2 hours. After the reaction was finished, 28.00 g of trifluoromethanesulfonyl fluoride could be collected in No. 2 cold trap, with a yield of 64% and a purity of 98.0%.

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Abstract

The invention discloses a method for preparing trifluoromethylsulfonyl fluoride from trifluoromethylsulfonyl chloride. The method comprises the two steps that (1) the trifluoromethanesulfonyl chlorideis dropped into a solution containing potassium fluoride and 18-crown-6 under nitrogen protection conditions, and during liquid dropping, a reaction system is placed in an ice water bath; (2) after liquid dropping is completed, the reaction continues for 2 hours, and after the reaction is completed, a trifluoromethylsulfonyl fluoride liquid can be collected in a cold trap. The method has the advantages of being short in synthesis route, simple in process flow, high in reaction safety and the like.

Description

technical field [0001] The invention belongs to the field of organic chemical industry, and specifically relates to a method for preparing trifluoromethanesulfonyl fluoride from trifluoromethanesulfonyl chloride. The invention has the advantages of short synthesis route, simple process flow and high reaction safety. Background technique [0002] Trifluoromethanesulfonyl fluoride is an important organic intermediate, which can be used to prepare important organic compounds such as trifluoromethanesulfonic acid, trifluoromethylsulfonate, bis(trifluoromethylsulfonyl)imide salt, etc. , It is also an indispensable basic raw material for the synthesis of many pharmaceutical compounds and organic catalysts. At the same time, based on the results of literature research, it is also a potential environmentally friendly insulating gas that can be used in high-voltage transmission. As an important fine chemical intermediate, there is a great demand for trifluoromethanesulfonyl fluoride...

Claims

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Application Information

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IPC IPC(8): C07C303/02C07C309/80C07C303/44
Inventor 王易高克利王宝山刘伟于萍李志兵赵跃颜湘莲何洁罗运柏
Owner WUHAN UNIV
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