4,4'-Dihydroxybiphenyl → 4,4'-Bicyclohexanone

Participants

Reaction Conditions

Reaction Steps

A suspension of 50 g of 4,4′-biphenyldiol in 500 ml of toluene is hydrogenated at 5 bar and 125° C. in the presence of palladium on activated carbon. The reaction mixture is filtered and freed from water by azeotropic distillation. It is then treated with 29 g of pyridine sulfone and stirred at 50° C. for 1 hour. After filtration using basic alumina and removal of the solvent, 34.4 g (66% yield) of 4,4′-bicyclohexanedione remain as colourless crystals having a purity of 99.0% (GC).

Provenance & Evidence