Hydrogen Peroxide → HCID 86750013, compound

HRID 1901306Notes

Reaction equation

HRID 1901306 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.OO.[OH-].[Na+]>CO.O>[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

7

Reactant 4

HCID 784Hydrogen PeroxideHCID 73974-Toluenesulfonyl chlorideHCID 14798Sodium HydroxideHCID 23133109HCID 23133109, compound

Product 1

HCID 86750013HCID 86750013, compoundYield 79%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

(Tolyl)diphenylsulphonium hexafluorophosphate (1.08 g, 2.57 mol) is dissolved with stirring in methanol (40 ml) with cooling in ice-water. p-Toluenesulphonyl chloride (2.38 g, 12.5 mmol) is added slowly. After 15 mins a solution of hydrogen peroxide (30% in water, 3.5 g, 31 mmol) and sodium hydroxide (1.24 g, 31 mmol) in water (25 ml) is added dropwise over 10 min. After a further one and a half hours 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 (0.88 g, 79%) identical to authentic material.

Workup

  1. filtrationAfter a further one and a half hours 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-4f64c3f72cad479f8d6ffb457647fe35
Source dataset
uspto-grants-1996_11
Patent number
US05576461

Reaction notes

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