Ethanone, 1-(2,6,6-trimethyl-3-cyclohexen-1-yl)- → (1S-cis)-1-(2,2,6-Trimethylcyclohexyl)ethanone

Participants

Reaction Steps

464 g 1-acetyl-2,2,6-trimethyl-4-cyclohexene (V, prepared according to K. S. Ayyar Chem. Comm. 1973, 161) (2.8 moles) in 800 ml of ethanol and 3 g 10% palladium on charcoal are hydrogenated in an autoclave under a pressure of 50 atm and at 50°C. After the uptake ceases, the reaction mixture is filtered and concentrated by distillation under reduced pressure. The product cis-1-acetyl-2,2,6-trimethylcyclohexane (VI, containing about 10% of the trans isomer) is collected at 83°-88°C/12 mm; yield 420 g (90%).

Provenance & Evidence