Triphenylsulfonium chloride → HCID 21863778, compound

HRID 1182010Notes

Reaction equation

HRID 1182010 reaction equation
[Cl-].[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]([F:37])([S:33]([O-:36])(=[O:35])=[O:34])[C:23]([F:32])([F:31])[CH:24]1[CH2:29][CH:28]2[CH2:30][CH:25]1[CH2:26][CH2:27]2.[Na+]>O>[F:37][C:22]([F:21])([S:33]([O-:36])(=[O:35])=[O:34])[C:23]([F:32])([F:31])[CH:24]1[CH2:29][CH:28]2[CH2:30][CH:25]1[CH2:26][CH2:27]2.[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

4

Reactant 2

HCID 61343Triphenylsulfonium chlorideHCID 59514422HCID 59514422, compound

Product 1

HCID 21863778HCID 21863778, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

An eggplant-shaped flask was charged with a solution of 20 g of triphenylsulfonium chloride in 500 ml of water. A separately prepared solution of 20 g of sodium 1,1,2,2-tetrafluoro-2-(norbornan-2-yl)ethanesulfonate in 500 ml of water was added dropwise to the solution at room temperature. The mixture was stirred for 30 minutes. The reaction solution was extracted with ethyl acetate. The organic layer was washed with water twice and distilled under reduced pressure to obtain colorless highly viscous oil of triphenylsulfonium 1,1,2,2-tetrafluoro-2-(norbornan-2-yl)ethanesulfonate of the following formula (34) (yield 43%).

Workup

  1. extractionThe reaction solution was extracted with ethyl acetate
  2. washThe organic layer was washed with water twice
  3. distillationdistilled under reduced pressure

Sources & evidence

ORD record
ord-0b71ce98be5c4c2b97ce7d4750ca392a
Source dataset
uspto-grants-2007_10
Patent number
US07288359B2

Reaction notes

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