HCID 54073385, compound → HCID 57254550, compound

Participants

Reaction Steps

2.8 ml of Jones' reagent (2.5 M, 7.0 mmol), prepared according to Fieser, vol. 1, p. 142 (CrO3 +H2SO4 +H2O) were added dropwise to a stirred solution of (+)-(1S,2S)-2-ethyl-4,4-dimethyl-1-cyclohexanol (1.09 g, 7.0 mmol) in acetone (70 ml) at 5°. The temperature rose to 7°, and a green suspension was formed. Stirring was continued for 10 min, the reaction mixture was then poured on a mixture of ice/NaCl/pentane, extracted with pentane, washed, dried, concentrated, and the crude product (1.40 g) was distilled in a bulb-to-bulb apparatus (oven 70°, 3 Torr). 1.01 g of (+)-(2S)-2-ethyl-4,4-dimethyl-1-cyclohexanone were obtained (yield 91%).

Provenance & Evidence