Potassium Iodide → HCID 57672031, compound

Participants

Reaction Steps

A mixture of (3S)-3-methylpiperidine mandelate (1.57 g), 4-[4-(3-chloropropoxy)phenyl]cyclohexanone (1.33 g), potassium carbonate (2.0 g) and a catalytic amount of potassium iodide in N,N-dimethylformamide (20 mL) is stirred overnight at a temperature close to 100° C., cooled back to room temperature and filtrated. The precipitate is rinsed with ethanol, the filtrate concentrated under reduced pressure and purified by chromatography over silica gel (eluent dichloromethane/methanol from 100/0 to 90/10). Fractions containing the expected product are pooled and concentrated under reduced pressure to give 1.04 g of (3S)-1-{3-[4-(4-oxocyclohexyl)phenoxy]propyl}-3-methylpiperidine as an orange coloured oil used without further purification.

Provenance & Evidence