p-Toluenesulfonic acid monohydrate → 4-Fluorophenyldiphenylsulfonium 4-toluene-sulfonate
Reaction equation
[Cl-].[F:2][C:3]1[CH:8]=[CH:7][C:6]([S+:9]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:5][CH:4]=1.O.[C:23]1([CH3:33])[CH:28]=[CH:27][C:26]([S:29]([OH:32])(=[O:31])=[O:30])=[CH:25][CH:24]=1>>[C:23]1([CH3:33])[CH:24]=[CH:25][C:26]([S:29]([O-:32])(=[O:30])=[O:31])=[CH:27][CH:28]=1.[F:2][C:3]1[CH:8]=[CH:7][C:6]([S+:9]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:5][CH:4]=1Participants
3
Procedure
The 4-fluorophenyldiphenylsulfonium chloride aqueous solution in Synthesis Example 1 was combined with 4-toluenesulfonic acid monohydrate, followed by extraction with dichloromethane. The organic layer was washed with water, after which the solvent was distilled off in vacuum. Isopropyl ether was added to the residue for crystallization. Filtration and drying yielded the target compound.
Workup
- extractionfollowed by extraction with dichloromethane
- washThe organic layer was washed with water
- distillation