HCID 53703739, compound → HCID 15249177, compound

Participants

Reaction Steps

A solution of 2-(cis-2-phenylcyclohexyl)ethanol (3 g.) in methylene chloride (6 ml.) was added rapidly to a stirred suspension of pyridinium chlorochromate (4.8 g.) in methylene chloride (6 ml.). The mixture was stirred for 2 hours and diluted with ether (75 ml.). The supernatant solution was decanted from the black tar and filtered through diatomaceous earth. The residual tar was washed thoroughly with ether. The combined ethereal filtrate and washings were evaporated. The pale yellow oil obtained, was purified by flash chromatography on silica eluting with hexane/ether (2:1 v/v) to give (cis-2-phenylcyclohexyl)acetaldehyde (1.5 g.) as a semi-solid; NMR (CDCl3): 1.1-2.35 (10H, m), 2.4-2.7 (1H,m), 2.75-3.0 (1H,m), 7.0-7.4 (5H,m) and 9.3 (1H, br s).

Provenance & Evidence