Trifluoromethanesulfonic acid → Diphenyliodonium trifluoromethanesulfonate

HRID 2057143Notes

Reaction equation

HRID 2057143 reaction equation
COP([O-])(OC)=O.[C:8]1([I+:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[F:21][C:22]([F:28])([F:27])[S:23]([OH:26])(=[O:25])=[O:24]>C(Cl)Cl>[O-:26][S:23]([C:22]([F:28])([F:27])[F:21])(=[O:25])=[O:24].[C:15]1([I+:14][C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 62406Trifluoromethanesulfonic acidHCID 22995015Diphenyliodonium dimethylphosphate

Product 1

HCID 2737137Diphenyliodonium trifluoromethanesulfonateYield 72%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Diphenyliodonium dimethylphosphate (315 mg; 1 mmol) and trifluoromethanesulfonic acid (158 mg; 1.01 mmol) were dissolved in methylene chloride (10 ml), and the resultant mixture was stirred. Half volume of the solvent was removed from the methylene chloride solution through distillation, and ether (50 ml) was added thereto. The mixture was stirred, to thereby precipitate 109 mg of the target compound as white crystals (yield: 72%).

Workup

  1. customHalf volume of the solvent was removed from the methylene chloride solution through distillation, and ether (50 ml)
  2. additionwas added

Sources & evidence

ORD record
ord-6ea8b5f4052544cfabf549809df95e1d
Source dataset
uspto-grants-2008_02
Patent number
US07335787B2

Reaction notes

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