Thionyl Chloride → HCID 22914803, compound

Participants

Reaction Conditions

Reaction Steps

The starting material, 1,2,6-trimethyl-4-piperidinol, may be prepared by the method disclosed in Archi Kem, Volume 27, pages 189-192 (1955). To a cooled (ice-bath) solution of 1,2,6-trimethyl-4-piperidinol (12.2 g, 85.3 mmol) in 120 mL of dry benzene is slowly add thionylchloride (17 mL, 233 mmole). The dark reaction mixture is warmed to 70° C. for 20 min. The reaction is cooled and then suspended in water followed by filtration. The filtrate is extracted once with diethylether. The aqueous layer is separated and the basified with 30% NaOH solution. The product is then extracted twice with CH2Cl2, washed once with brine, dried (Na2SO4), filtered and the solvent removed to produce a crude brown liquid which is distilled (2-4 mmHg, 62°-64° C.) to give the title compound (8.0 g).

Provenance & Evidence