Trifluoromethanesulfonic acid → Diphenyliodonium trifluoromethanesulfonate

HRID 1168019Notes

Reaction equation

HRID 1168019 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-0f20c81ad4654943958ba708f4ecdfd9
Source dataset
uspto-grants-2003_09
Patent number
US06620957B1

Reaction notes

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