Trifluoromethanesulfonic acid → (p-Hydroxyphenyl)diphenylsulfonium trifluoromethanesulfonate

HRID 1489484Notes

Reaction equation

HRID 1489484 reaction equation
[F:1][C:2]([F:8])([F:7])[S:3]([O-:6])(=[O:5])=[O:4].C([O:13][C:14]1[CH:19]=[CH:18][C:17]([S+:20]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:16][CH:15]=1)(C)(C)C.FC(F)(F)S(O)(=O)=O>CO>[F:1][C:2]([F:8])([F:7])[S:3]([O-:6])(=[O:5])=[O:4].[OH:13][C:14]1[CH:19]=[CH:18][C:17]([S+:20]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 62406Trifluoromethanesulfonic acidHCID 21872352(p-Tert-butoxyphenyl)diphenylsulfonium trifluoromethanesulfonate

Product 1

HCID 22389942(p-Hydroxyphenyl)diphenylsulfonium trifluoromethanesulfonateYield 93%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 48.4 g (0.1 mol) of (p-tert-butoxyphenyl)diphenylsulfonium trifluoromethanesulfonate and 1.5 g (0.01 mol) of trifluoromethanesulfonic acid in 500 g of methanol was heated at 60° to 70° C. for 6 hours with stirring. The reaction mixture was evaporated in vacuo. The residual oil was washed two times with 100 g of diethyl ether. The amount of this crude product was 40 g (yield 93%). Without further purification, the crude product was used in subsequent reaction.

Workup

  1. customThe reaction mixture was evaporated in vacuo
  2. washThe residual oil was washed two times with 100 g of diethyl ether
  3. customWithout further purification
  4. customthe crude product was used in subsequent reaction

Sources & evidence

ORD record
ord-02164573d2624ce49ab3a7bd17ab8b13
Source dataset
uspto-grants-1997_10
Patent number
US05679496

Reaction notes

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