2-Cyclohexen-1-one, 2,5,6-trimethyl- → 2,3,6-Trimethylphenol

HRID 65804

Reaction equation

HRID 65804 reaction equation
[CH3:1][C:2]1[C:3](=[O:10])[CH:4]([CH3:9])[CH:5]([CH3:8])[CH2:6][CH:7]=1>[Pd]>[CH3:9][C:4]1[C:5]([CH3:8])=[CH:6][CH:7]=[C:2]([CH3:1])[C:3]=1[OH:10]

Participants

3

Reactant 1

HCID 892642-Cyclohexen-1-one, 2,5,6-trimethyl-

Product 1

HCID 170162,3,6-TrimethylphenolYield 96%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

1000 g of 2,5,6-trimethyl-2-cyclohexen-1-one is passed per hour per liter of catalyst at atmospheric pressure through an externally heated tube having a capacity of 250 cm3 and filled with a palladium/silica gel catalyst (0.2% by weight of palladium), the temperature being 300° C. The yield is 96% of 2,3,6-trimethylphenol. 4% of starting material is recovered and returned to the reaction.

Workup

  1. custombeing 300° C

Sources & evidence

ORD record
ord-6c0e52ac2c3e41c5a1a9b2712864ce14
Source dataset
uspto-grants-1978_12
Patent number
US04128728

Linked notes

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