Potassium Hydroxide → 7429-41-6

Participants

Reaction Conditions

Reaction Steps

In a 100 ml autoclave were charged 3.4 ml of a 0.1M solution of potassium hydroxide (0.34 mmol) in 2-propanol, 4.2 mg (0.02 mmol) of (1R,2R)-diphenylethylenediamine, 1.28 g (10.0 mmol) of 2-methoxycyclohexanone, 9.5 mg (0.005 mmol) of Ru2Cl4 [(R)-DM-BINAP]2NEt3, and 6.5 ml of 2-propanol in a nitrogen atmosphere, and hydrogen was introduced therein to 50 atm. The mixture was stirred at 50° C. for 30 minutes and cooled to room temperature. The disappearance of the starting material was confirmed by gas chromatography. The solvent was evaporated under reduced pressure, and the residue was distilled under reduced pressure to obtain (1S,2R)-2-methoxycyclohexanol. The optical purity of the product was found to be 98% d.e. and 96% e.e. by gas chromatography.

Provenance & Evidence