Tetramethylammonium hydroxide → Tetramethylammonium pentafluorobenzenesulfonate

HRID 2179877Notes

Reaction equation

HRID 2179877 reaction equation
[F:1][C:2]1[C:7]([S:8](Cl)(=[O:10])=[O:9])=[C:6]([F:12])[C:5]([F:13])=[C:4]([F:14])[C:3]=1[F:15].[OH-:16].[CH3:17][N+:18]([CH3:21])([CH3:20])[CH3:19]>CO>[F:1][C:2]1[C:7]([S:8]([O-:16])(=[O:10])=[O:9])=[C:6]([F:12])[C:5]([F:13])=[C:4]([F:14])[C:3]=1[F:15].[CH3:17][N+:18]([CH3:21])([CH3:20])[CH3:19]

Participants

4

Reactant 2

HCID 60966Tetramethylammonium hydroxideHCID 700262,3,4,5,6-Pentafluorobenzenesulfonyl chloride

Product 1

HCID 21964803Tetramethylammonium pentafluorobenzenesulfonate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 100 ml of methanol was dissolved 25 g of pentafluorobenzenesulfonyl chloride under cooling with ice, and 100 g of an aqueous solution of 25% tetramethylammonium hydroxide was slowly added thereto. The mixture was stirred for 3 hours at room temperature to obtain a solution of tetramethylammonium pentafluorobenzenesulfonate. The solution was used for salt-exchange with a sulfonium salt or an iodonium salt.

Workup

  1. additionwas slowly added

Sources & evidence

ORD record
ord-68272e95d1df40bbb0f56b5c2d0955d6
Source dataset
uspto-grants-2005_05
Patent number
US06887647B2

Reaction notes

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