Hydrochloric Acid → HCID 16119324, compound

Participants

Reaction Steps

To solution of 1-(3,5-Dimethyl-piperazin-1-yl)-2-(R)-(1-hydroxy-cyclohexyl)-2-(3-trifluoromethoxy-phenyl)-ethanone (24.7 g, 59.6 mmol) in THF (140 mL) was added BH3.THF (300 mL, 1M, 300 mmol). The resultant mixture was heated to reflux for 22 h. On a smaller scale this reaction only takes about 2 h. After cooling down, 2N aqueous HCl (500 mL) was added to the mixture. After heating to reflux for 1 h, the mixture was allowed to cool down to RT and extracted with ethyl acetate (300 mL). The aqueous phase was basified with 50% NaOH to PH=12 and extracted with ethyl acetate (400 mL×4). The organic extracts were dried over Na2SO4 and concentrated in vacuo to provide crude 1-{(1S)-2-[cis-3,5-dimethylpiperazine-1-yl]-1-[3-(trifluoromethoxy)phenyl]ethyl}-cyclohexanol (14.6 g, 61%).

Provenance & Evidence