Benzoyl chloride → HCID 70561340, compound

Participants

Reaction Steps

A solution of cis-1-methyl-5-phenyl-3-piperidinol (3 g.) in dichloromethane (50 ml) was treated with benzoyl chloride (2.5 ml), the resulting mixture stirred for 2 hours at ambient temperature, and the solvent then removed under reduced pressure. The residue was partitioned between ether (100 ml) and 2 N HCl. The lower two of the three layers formed were basified to pH 9 with sodium carbonate and extracted with ether (2×100 ml). The organic phase was dried (over magnesium sulphate) and treated with excess ethereal HCl. The resulting oil crystallised on trituation with methanol/ethyl acetate to give the title compound as the hydrochloride hemi-hydrate (3.1 g;) m.p. 50°.

Provenance & Evidence