Isopropanol → 4-(2-Hydroxy-1,1,1-trifluoro-2-propyl)cyclohexanone

Participants

Reaction Steps

18.8 g (0.089 mol) of 4-(2-hydroxy-1,1,1-trifluoro-2-propyl)cyclohexanol were placed in a mixture of 350 ml of acetone and 20 ml of water, and 50 ml of Jones' reagent were added dropwise at from 10° to 15° C. The mixture was subsequently stirred at room temperature for 1 hour, 10 ml of isopropanol were added, and after a further 30 minutes the mixture was neutralized with 40 g of sodium bicarbonate. It was then filtered, the filtrate was concentrated and the residue was taken up with water/diethyl ether. After drying and concentration of the organic phase, 11.1 g (59.6% of theory) remained of a colorless product.

Provenance & Evidence