Methyl triflate → Bis(4-tert-butylphenyl)iodonium trifluoromethanesulfonate

HRID 1168014Notes

Reaction equation

HRID 1168014 reaction equation
C([O-])(=O)C.[C:5]([C:9]1[CH:14]=[CH:13][C:12]([I+:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]([CH3:25])([CH3:24])[CH3:23])=[CH:18][CH:17]=2)=[CH:11][CH:10]=1)([CH3:8])([CH3:7])[CH3:6].[F:26][C:27]([F:34])([F:33])[S:28]([O:31]C)(=[O:30])=[O:29]>COC(C)(C)C>[F:26][C:27]([F:34])([F:33])[S:28]([O-:31])(=[O:30])=[O:29].[C:22]([C:19]1[CH:20]=[CH:21][C:16]([I+:15][C:12]2[CH:11]=[CH:10][C:9]([C:5]([CH3:8])([CH3:7])[CH3:6])=[CH:14][CH:13]=2)=[CH:17][CH:18]=1)([CH3:25])([CH3:24])[CH3:23]

Participants

4

Reactant 2

HCID 9526Methyl triflateHCID 21909498Iodonium, bis[4-(1,1-dimethylethyl)phenyl]-, acetate

Product 1

HCID 2734848Bis(4-tert-butylphenyl)iodonium trifluoromethanesulfonateYield 76%

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Procedure

tert-Butyl methyl ether (5 ml) was added to bis(p-tert-butylphenyl)iodonium acetate (467 mg; 1 mmol) and methyl trifluoromethanesulfonate (170 mg; 1.05 mmol), and the resultant mixture was allowed to react for 4 hours at room temperature while being stirred. The solid formed by reaction was purified and separated through filtration, and dried under vacuum, to thereby yield 412 mg of bis(p-tert-butylphenyl)iodonium trifluoromethanesulfonate (yield: 76%).

Workup

  1. customto react for 4 hours at room temperature
  2. customThe solid formed by reaction
  3. customwas purified
  4. customseparated through filtration
  5. customdried under vacuum

Sources & evidence

ORD record
ord-17d3415a6bec422bb3ceb9e6c5e60ba9
Source dataset
uspto-grants-2003_09
Patent number
US06620957B1

Reaction notes

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