Hydrogen Peroxide → HCID 86750013, compound

HRID 1901304Notes

Reaction equation

HRID 1901304 reaction equation
[F:1][P-:2]([F:7])([F:6])([F:5])([F:4])[F:3].[C:8]1([CH3:27])[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S+:14]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C1(C)C=CC(S(Cl)(=O)=[O:35])=CC=1.C[O-].[Na+].OO>CO>[F:1][P-:2]([F:7])([F:6])([F:5])([F:4])[F:3].[C:8]1([CH3:27])[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S+:14]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:35]

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 73974-Toluenesulfonyl chlorideHCID 10942334Sodium MethoxideHCID 23133109HCID 23133109, compound

Product 1

HCID 86750013HCID 86750013, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(Tolyl)diphenylsulphonium hexafluorophosphate (1.08 g, 2.57 mol) and p-toluenesulphonyl chloride (2.38 g, 12.5 mmol) are dissolved with stirring in methanol (40 ml) with cooling in ice water. Sodium methoxide (1.67 g, 31 mmol) and hydrogen peroxide (30% in water, 3.5 g, 31 mmol) are added over 25 mins. After 1 hour the reaction mixture is filtered and evaporated in vacuo. Water is added and the resulting solid is collected and washed with water and ether to give (tolyl)diphenylsulphoxonium hexafluorophosphate (1.08 g, 96% ) with spectra identical to those of authentic material.

Workup

  1. filtrationAfter 1 hour the reaction mixture is filtered
  2. customevaporated in vacuo
  3. additionWater is added
  4. customthe resulting solid is collected
  5. washwashed with water and ether

Sources & evidence

ORD record
ord-05feed4b19804ae6b5f8a16d278df3e4
Source dataset
uspto-grants-1996_11
Patent number
US05576461

Reaction notes

Loading…