Triphenylphosphine → 2,6-Dichlorophenol

HRID 1703361Notes

Reaction equation

HRID 1703361 reaction equation
[Cl:1][C:2]1(Cl)[CH2:7][CH2:6][CH2:5][C:4](Cl)([Cl:8])[C:3]1=[O:10].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[OH:10]

Participants

3

Procedure

236 g (1 mol) of 2,2,6,6-tetrachlorocyclohexanone and 2.5 g (0.01 mol) of triphenylphosphine were introduced into a reactor equipped with a stirrer and a condenser. The mixture was heated at 150°-180° C. under stirring; the reaction was terminated when the evolution of hydrogen chloride from the reaction mixture ceased. The reaction mixture was then distilled under reduced pressure (boiling point (20 mm Hg)=100° C.) to yield 137.5 g of 2,6-dichlorophenol.

Workup

  1. customequipped with a stirrer and a condenser
  2. temperatureThe mixture was heated at 150°-180° C.
  3. customthe reaction was terminated when the evolution of hydrogen chloride from the reaction mixture
  4. distillationThe reaction mixture was then distilled under reduced pressure (boiling point (20 mm Hg)=100° C.)

Sources & evidence

ORD record
ord-4a9a90e0a4834ef0983f0689515dbf6d
Source dataset
uspto-grants-1982_09
Patent number
US04351969

Reaction notes

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