Benzene → Diphenyl sulfone

HRID 868391Notes

Reaction equation

HRID 868391 reaction equation
[C:1]1([S:7]([OH:10])(=[O:9])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[C:11]1([S:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)(=[O:9])=[O:10])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 241BenzeneHCID 7371Benzenesulfonic Acid2×

Product 1

HCID 31386Diphenyl sulfoneYield 40%

Procedure

A 158 g (1.0 mole) quantity of benzenesulfonic acid, 94 g (1.2 moles) of benzene and 5 g of 12-tungstophosphoric acid (H3PW12O40.29H2O) were refluxed with heating and stirring to undergo reaction for 30 minutes. The reaction mixture was analyzed by highperformance liquid chromatography, which showed that the conversion of benzenesulfonic acid was 30%. To the reaction mixture was added the same amount (10 g) of polyphosphoric acid as in Example 15. The mixture was refluxed for 5.5 hours. The same treatment as in Example 15 was followed, giving 87 g of diphenylsulfone in a yield of 40%.

Workup

  1. temperaturewith heating
  2. customreaction for 30 minutes
  3. temperatureThe mixture was refluxed for 5.5 hours

Sources & evidence

ORD record
ord-4b78fd74e7f04cfdaaf0713d9dc7ed34
Source dataset
uspto-grants-1988_10
Patent number
US04778932

Reaction notes

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