Triphenylsulfonium Bromide → Triphenylsulfonium pentafluorobenzenesulfonate

HRID 497022Notes

Reaction equation

[Br-].[C:2]1([S+:8]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:21][C:22]1[C:27]([S:28]([O-:31])(=[O:30])=[O:29])=[C:26]([F:32])[C:25]([F:33])=[C:24]([F:34])[C:23]=1[F:35].C[N+](C)(C)C>>[F:21][C:22]1[C:27]([S:28]([O-:31])(=[O:30])=[O:29])=[C:26]([F:32])[C:25]([F:33])=[C:24]([F:34])[C:23]=1[F:35].[C:15]1([S+:8]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

Reactant 2

HCID 11984010Triphenylsulfonium Bromide

HCID 21964803Tetramethylammonium pentafluorobenzenesulfonate

Product 1

HCID 21889463Triphenylsulfonium pentafluorobenzenesulfonateYield 74.7%

Procedure

The triphenylsulfonium bromide (17.2 g) obtained at the first stage and a salt of tetramethylammonium pentafluorobenzenesulfonate (20.9 g; 0.065 mol) are used for performing a reaction and a post-treatment the same as those of the second stage of the synthesis example 1, to give a colorless viscous oily substance (19.1 g) of triphenylsulfonium pentafluorobenzenesulfonate. The characteristics of the obtained colorless viscous oily substance are as follows:

Workup

customa reaction
customa post-treatment the same as those of the second stage of the synthesis example 1

Sources & evidence

ORD record: ord-cb78830e892b432986f6f3463564e328
Source dataset: uspto-grants-2005_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06949329B2

Reaction notes

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