HCID 54050571, compound → HCID 54358169, compound

Participants

Reaction Steps

A stirred solution of the ethylene ketal of ethyl (4-keto-2-phenylcyclohex-1-enyl)-acetate (7.0 g.) in ethyl acetate (70 ml.) was hydrogenated at atmospheric pressure over a 5% w/w palladium-on-charcoal catalyst (0.7 g.) for 16 hours. The mixture was filtered through diatomaceous earth and the filtrate was evaporated. The residue was purified by flash chromatography on silica, eluting with ether/hexane (4:6 v/v), to give the ethylene ketal of ethyl (4-keto-2-phenyl-cis-cyclohexyl)acetate (6.2 g.), as a colourless solid, m.p. 83°-86° C.; NMR (CDCl3): 3.29 (1H, d of t, Jaa=13 Hz, Jae=3 Hz, Jae=3 Hz, cis-Ph.CH); mass spectrum: m/e 304.

Provenance & Evidence