Phenol → HCID 12338610, compound

HRID 868390Notes

Reaction equation

HRID 868390 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([OH:11])(=[O:10])=O)=[CH:4][CH:3]=1.[C:12]1([OH:18])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[OH:18])(=[O:10])=[O:11])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 996Phenol2×HCID 7400p-Chlorobenzenesulfonic acid

Product 1

HCID 12338610HCID 12338610, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 193 g (1.0 mole) quantity of p-chlorobenzenesulfonic acid, 188 g (2.0 moles) of phenol and 10 g of 12-molybdophosphoric acid (H3PMol12O40. hydrate) were refluxed with heating and stirring. An azeotropic mixture of the water formed and phenol were cooled and subjected to phase separation to reflux the phenol thus separated to the reaction system. After 6 hours of reaction, the reaction mixture was cooled and the catalyst was separated by filtration. After the mother liquor was washed with water, the phenol was distilled off under reduced pressure, giving 247 g of (4-chlorophenylsulfonyl)phenol in a yield of 92% (melting point 142° to 145° C.).

Workup

  1. temperaturewith heating
  2. customformed
  3. customsubjected to phase separation
  4. temperatureto reflux the phenol
  5. customthus separated to the reaction system
  6. customAfter 6 hours of reaction
  7. temperaturethe reaction mixture was cooled
  8. customthe catalyst was separated by filtration
  9. washAfter the mother liquor was washed with water
  10. distillationthe phenol was distilled off under reduced pressure

Sources & evidence

ORD record
ord-cc1c334b13784321bde5fa8a854cefcc
Source dataset
uspto-grants-1988_10
Patent number
US04778932

Reaction notes

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