2,2,2-Trichloroethyl chloroformate → HCID 18001190, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-methyl-4-(1-naphthyl)piperidine (0.5 g, 2.2 mmol) in 1,2-dichloroethane (30 mL) was added a proton sponge (2.1 g, 9.9 mmol) and trichloroethyl chloroformate (0.93 mL, 6.6 mmol), and the resulting mixture was stirred at 115° C. overnight. After cooling to room temperature, the reaction mixture was extracted with ethyl acetate, and the ethyl acetate layer was washed with 1 N hydrochloric acid and subsequently with a saturated aqueous sodium chloride. After drying over anhydrous sodium sulfate, the ethyl acetate layer was concentrated, and the resulting crude product was purified by column chromatography on a silica gel (eluent; hexane:ethyl acetate=6:1) to afford the title compound (0.85 g, yield: 100%) as a yellow oil.

Provenance & Evidence