Diphenyl sulfide → HCID 21964992, compound

HRID 2212625Notes

Reaction equation

HRID 2212625 reaction equation
[C:1]1([S:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:15]1([S:21]C2C=CC=CC=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.FC(F)(F)C(O[C:33](=O)[C:34](F)(F)F)=O.[F:41][C:42]([F:57])([F:56])[C:43]([F:55])([F:54])[C:44]([F:53])([F:52])[C:45]([F:51])([F:50])[S:46]([OH:49])(=[O:48])=[O:47]>ClCCl>[F:57][C:42]([F:41])([F:56])[C:43]([F:54])([F:55])[C:44]([F:52])([F:53])[C:45]([F:50])([F:51])[S:46]([O-:49])(=[O:48])=[O:47].[C:1]1([S+:7]([C:34]2[CH:33]=[CH:45][CH:44]=[CH:43][CH:42]=2)[C:9]2[CH:14]=[CH:13][C:12]([S:21][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 8766Diphenyl sulfideHCID 9845Trifluoroacetic anhydrideHCID 13679Diphenyl sulfoxideHCID 67815Perfluorobutanesulfonic acid

Product 1

HCID 21964992HCID 21964992, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In 50 ml of dichloromethane were dissolved 6.07 g (0.03 mol) of diphenylsulfoxide and 11.2 g (0.06 mol) of diphenylsulfide, and 7.56 g (0.036 mol) of trifluoroacetic anhydride was poured thereinto at 0° C. Then 9.0 g (0.03 mol) of nonafluorobutanesulfonic acid was added dropwise at 0 to 5° C., followed by gradually warming to room temperature and reacting for 2 hours with stirring. After completion of the reaction, the reaction solution was washed with 100 ml of water five times and concentrated under reduced pressure, followed by purifying the resulting crude product by a column chromatography to obtain 7.85 g (Yield: 39%) of diphenyl-4-phenylthiophenylsulfonium nonafluorobutanesulfonate as a yellow oily substance.

Workup

  1. additionwas poured
  2. customat 0° C
  3. customAfter completion of the reaction
  4. washthe reaction solution was washed with 100 ml of water five times
  5. concentrationconcentrated under reduced pressure
  6. customby purifying the resulting crude product by a column chromatography

Sources & evidence

ORD record
ord-20fae3de48f14acf8c6fe0dd4b4e5d16
Source dataset
uspto-grants-2006_09
Patent number
US07101918B2

Reaction notes

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