1-Benzyl-4-piperidone → HCID 21184066, compound

Participants

Reaction Steps

31.5 g (0.165 mol) of p-toluenesulphonic acid monohydrate and 16.9 g (0.18 mol) of ethanedithiol are added to a solution of 28.35 g (0.150 mol) of 1-benzyl-4-piperidinone in 600 ml of toluene; the mixture is heated under reflux in a Dean-Stark system for 6 h, the solvent is evaporated off, 500 ml of ethyl acetate are added, the solution is washed successively with twice 100 ml of saturated sodium carbonate solution, with water and with brine; it is dried with sodium sulphate and then evaporated to dryness. The residue is purified by chromatography on silica gel with the aid of the 3/97 ethyl acetate/hexane eluent mixture. 17.1 g of 8-(phenylmethyl)-1,4-dithia-8-azaspiro[4.5]decane are obtained in the form of a white solid. Yield 42%. Melting point 51-53° C.

Provenance & Evidence