Trifluoromethanesulfonic anhydride → 5-(Trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate

HRID 974071Notes

Reaction equation

HRID 974071 reaction equation
[F:1][C:2]([F:18])([F:17])[S:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=O.[F:19][C:20]([F:33])([F:32])[S:21]([O:24]S(C(F)(F)F)(=O)=O)(=[O:23])=[O:22]>ClC(Cl)(F)C(Cl)(F)F>[F:19][C:20]([F:33])([F:32])[S:21]([O-:24])(=[O:23])=[O:22].[F:1][C:2]([F:18])([F:17])[S+:3]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]1=2

Participants

4

Reactant 2

HCID 67749Trifluoromethanesulfonic anhydrideHCID 110329152-((Trifluoromethyl)sulfinyl)-1,1'-biphenyl

Product 1

HCID 27775075-(Trifluoromethyl)dibenzothiophenium trifluoromethanesulfonateYield 74.8%

Reagents, catalysts & solvents 1

HCID 6428Cfc 113Solvent

Procedure

To a solution of 4.05 g (15 mmol) of 2-(trifluoromethylsulfinyl)biphenyl in 30 ml of 1,1,2-trichloro -1,2,2-trifluoroethane was added 2.52 ml (15 mmol) of trifluoromethanesulfonic anhydride, and the mixture was stirred at room temperature for 2 days. The white precipitate formed in the reaction system was collected by filtration to give 4.51 g (74.8%) of S-(trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate. The properties of the product are shown in Table 1.

Workup

  1. customThe white precipitate formed in the reaction system
  2. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-ab37c8e6a2b04a3395fa2b6563cafa6c
Source dataset
uspto-grants-1991_11
Patent number
US05066795

Reaction notes

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