Cyanogen Bromide → HCID 86734374, compound

Participants

Reaction Steps

A solution of 1'-benzyl-4-methoxythioxanthene-9-spiro-4'-piperidine (15.48 g.) and cyanogen bromide (4.68 g.) in methylene chloride (155 ml.) is stirred at ambient temperature overnight. The solvent is evaporated in vacuo, the residual gum dissolved in toluene and subjected to chromatography on magnesium silicate (200 g.), eluting consecutively with petroleum ether (b.p. 60°-80° C.) (5 × 200 ml.), toluene (5 × 200 ml.) and chloroform (5 × 200 ml.). The combined chloroform fractions are evaporated in vacuo and the residual gum is triturated with ice-cold ether to give 1'-cyano-4-methoxythioxanthene-9-spiro-4'-piperidine, m.p. 145°-146° C. on recrystallisation from toluene/ether 1/2.5.

Provenance & Evidence