Potassium Hydroxide → (1R,2S)-2-methoxycyclohexanol

Temperatur

50 °C

In a 100 ml autoclave were charged 1.5 ml of a 0.2M solution of potassium hydroxide (0.30 mmol) in 2-propanol, 4.2 mg (0.02 mmol) of (1S,2S)-diphenylethylenediamine, 1.28 g (10.0 mmol) of 2-methoxycyclohexanone, 10.1 mg (0.01 mmol) of Ir(COD)[(S)-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 (1R,2S)-2-methoxycyclohexanol. The optical purity of the product was found to be 78% d.e. and 31% 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-Eintrag

ord-ac8ec51b6c1040b68724244dcfb11275

Quelldatensatz

uspto-grants-1998_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05756863