α-Ethyl-2,4,6-trimethyl-3-cyclohexene-1-methanol → 1-(2,4,6-Trimethyl-cyclohex-3-enyl)-propan-1-one

Participants

Reaction Conditions

Reaction Steps

1-(2,4,6-Trimethyl-cyclohex-3-enyl)-propan-1-ol (182 g, 1.0 mol) dissolved in acetone (400 mL) was added dropwise to a solution of chromium trioxide (CrO3, 108 g, 1.08 mol) in aqueous sulfuric acid (H2SO4, 400 mL, 172 g in water) at −10° C. The resulting mixture was aged for 2 hours as the mixture warmed to 0° C. The mixture was then diluted with water and extracted with toluene. The organic layer was concentrated by rotary evaporation and distilled via fractionation to provide 1-(2,4,6-trimethyl-cyclohex-3-enyl)-propan-1-one (113 g, 63% yield) as a colorless liquid.

Provenance & Evidence