2-Methoxycyclohexanone → Guaiacol

Participants

Reaction Steps

A suspension of 800 mg. of 5% palladium on charcoal (half of which has beenused for a previous dehydrogenation) in 100 gm. of distilled 2-methoxycyclohexanone was stirred and refluxed under a pressure of 9 psi.After 5 hours approximately 75% of the ketone was converted. The reaction was stopped and the crude product separated by filtration. Distillation afforded a high yield of o-methoxyphenol with virtually no residue in the still pot. The catalyst can be reused with no additional fresh catalyst added.

Provenance & Evidence