Diethyl Ether → 5-(1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-Heptadecafluorooctyl)dibenzothiophen-5-ium;trifluoromethanesulfonate
Reaction equation
[F:1][C:2]([F:39])([S:25]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)=O)[C:3]([F:24])([F:23])[C:4]([F:22])([F:21])[C:5]([F:20])([F:19])[C:6]([F:18])([F:17])[C:7]([F:16])([F:15])[C:8]([F:14])([F:13])[C:9]([F:12])([F:11])[F:10].[F:40][C:41]([F:54])([F:53])[S:42]([O:45]S(C(F)(F)F)(=O)=O)(=[O:44])=[O:43].C(OCC)C>ClC(Cl)(F)C(Cl)(F)F>[F:40][C:41]([F:54])([F:53])[S:42]([O-:45])(=[O:44])=[O:43].[F:1][C:2]([F:39])([S+:25]1[C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][C:33]=2[C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][C:27]1=2)[C:3]([F:24])([F:23])[C:4]([F:22])([F:21])[C:5]([F:20])([F:19])[C:6]([F:18])([F:17])[C:7]([F:16])([F:15])[C:8]([F:14])([F:13])[C:9]([F:12])([F:11])[F:10]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 1.24 g (2 mmol) of 2-(perfluorooctylsulfinyl)biphenyl in 10 ml of 1,1,2-trichloro -1,2,2-trifluoroethane was added 0.336 ml (2 mmol) of trifluoromethanesulfonic anhydride, and the mixture was stirred at room temperature for 3 days. Then, 0.112 ml (0.67 mmol) of trifluoromethanesulfonic anhydride was added to the reaction mixture and the mixture was stirred for additional 2 days. After diethyl ether was added to the reaction mixture, a white precipitate was collected by filtration to give 1.36 g (91%) of S-(perfluorooctyl)dibenzothiophenium trifluoromethanesulfonate. The properties of the product are shown in Table 1.
Workup
- stirringthe mixture was stirred for additional 2 days
- filtrationa white precipitate was collected by filtration
Sources & evidence
- ORD record
- ord-e87a89447be441768fb5822a41f025f7
- Source dataset
- uspto-grants-1991_11
- Patent number
- US05066795
Reaction notes
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