Triphenylphosphine → 2,6-Dichloro-4-methylphenol

HRID 1703364Notes

Reaction equation

HRID 1703364 reaction equation
[Cl:1][C:2]1(Cl)[CH2:7][CH:6]([CH3:8])[CH2:5][C:4](Cl)([Cl:9])[C:3]1=[O:11].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>>[Cl:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[OH:11]

Participants

3

Reactant 2

HCID 11776TriphenylphosphineHCID 20524013HCID 20524013, compound

Product 1

HCID 170772,6-Dichloro-4-methylphenolYield 57.7%

Procedure

120 g (0.48 mol) of 2,2,6,6-tetrachloro-4-methylcyclohexanone and 2 g (0.008 mol) of triphenylphosphine were introduced into the reactor used in Example 1. The reaction mixture was heated at 160°-170° C., under stirring; the reaction was terminated when the evolution of hydrogen chloride from the reaction mixture ceased. The reaction mixture was distilled under reduced pressure to yield 49 g of 2,6-dichloro-4-methylphenol.

Workup

  1. temperatureThe reaction mixture was heated at 160°-170° C.
  2. customthe reaction was terminated when the evolution of hydrogen chloride from the reaction mixture
  3. distillationThe reaction mixture was distilled under reduced pressure

Sources & evidence

ORD record
ord-2e71c8b17c0f42e0bf369e01257f3ea9
Source dataset
uspto-grants-1982_09
Patent number
US04351969

Reaction notes

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