Benzenesulfonic Acid → Diphenyl sulfone

HRID 868389Notes

Reaction equation

HRID 868389 reaction equation
[C:1]1([S:7]([OH:10])(=[O:9])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C1C=CC=CC=1>[C:1]1([S:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)(=[O:9])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 1

HCID 7371Benzenesulfonic Acid

Product 1

HCID 31386Diphenyl sulfoneYield 96%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

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. The reaction system was kept at the reflux temperature for 10 hours, while refluxing the benzene and removing the produced water by subjecting the azeotropic mixture with the benzene to phase separation. The reaction mixture was diluted with 150 g of benzene and the catalyst was separated by filtration. The mother liquor was washed with water and the benzene was distilled off under reduced pressure, giving 210 g of diphenylsulfone (96% yield, m.p. 124° to 128° C.).

Workup

  1. temperaturewith heating
  2. customremoving the produced water
  3. customto phase separation
  4. additionThe reaction mixture was diluted with 150 g of benzene
  5. customthe catalyst was separated by filtration
  6. washThe mother liquor was washed with water
  7. distillationthe benzene was distilled off under reduced pressure

Sources & evidence

ORD record
ord-1c8528e007f44ecda65ae49a3cf6e7a5
Source dataset
uspto-grants-1988_10
Patent number
US04778932

Reaction notes

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