Potassium Hydroxide → 7429-41-6

Temperature

50 °C

In a 100 ml autoclave were charged 1.50 ml of a 0.2M solution of potassium hydroxide (0.30 mmol) in 2-propanol, 4.2 mg (0.02 mmol) of (1R,2R)-diphenylethylenediamine, 1.28 g (10.0 mmol) of 2-methoxycyclohexanone, 9.6 mg (0.01 mmol) of Rh(COD)[(R)-T-BINAP]BF4, and 8.5 ml of 2-propanol in a nitrogen atmosphere, and hydrogen was introduced therein to 50 atm. The mixture was stirred at 50° C. for 19 hours 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 34% d.e. and 14% e.e. by gas chromatography.

1. additionwas introduced
2. temperaturecooled to room temperature
3. customThe solvent was evaporated under reduced pressure
4. distillationthe residue was distilled under reduced pressure

ORD record

ord-cfc329521a0f4551be506ffb3300ccf8

Source dataset

uspto-grants-1998_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05756863