1-Chloroethyl chloroformate → HCID 70085604, compound

Participants

Reaction Steps

To a solution of (Z)-3-(3-methyl-5-isoxazolyl)methylene-1-methylpiperidine (1.3 g, 6.5 mmol) in toluene (50 ml) was added 1-chloroethylchloroformate (1.3 g, 10 mmol). The reaction mixture was heated at reflux for 5 h. The reaction mixture was evaporated and methanol (50 ml) was added. The reaction mixture was heated at reflux for 1 h and evaporated. The crude compound was purified by column chromatography (eluent: methylene chloride/methanol/ammonium hydroxide (25%): 8/2/0.5). The free base was crystallized as the hydrochloride from ethyl acetate giving the title compound in 350 mg yield. M.p. 232-235° C. (Compound 5).

Provenance & Evidence