2-Phenylethanol → HCID 71060038, compound

Participants

Reaction Conditions

Reaction Steps

Sodium hydride (0.03 g, 1.15 mmol, 60% suspension in mineral oil) was added in portion wise to a cool (0° C.), stirred solution of phenethyl alcohol (0.08 g, 0.64 mmol) in DMF (5 ml) and the mixture was stirred at this temperature for 5 minutes. After this time, [1-(6-chloro-pyridine-3-sulfonyl)piperidin-4-yl]-carbamic acid tert-butyl ester (0.2 g, 0.5 mmol) was added in one portion and the mixture was warmed to room temperature stirred at this temperature under a nitrogen atmosphere for 12 hours. After this time the mixture was cooled to room temperature, concentrated and the resulting residue was diluted with DCM (50 ml) and washed sequentially with HCl (1M solution, 20 ml), NaOH (1M solution, 20 ml) and brine (20 ml). The organic layer was separated, dried (MgSO4), filtered and concentrated to give the title compound (0.18 g, 75% yield) as a white solid. Tr=2.32 min, m/z (ES+) (M+H)+ 462.

Provenance & Evidence