Propargyl bromide → HCID 86725294, compound

Participants

Reaction Steps

A solution of 1-methylpiperidin-4-ol (1.15 g, 10.0 mmol) in dry THF (5 mL) was added drop wise to a suspension of NaH (60% dispersion in mineral oil, 0.400 g, 10.0 mmol) in dry THF (5 mL) at 0° C. The reaction was kept at the same temperature for 15 min then stirred at room temperature for 1 h. 3-Bromoprop-1-yne (0.75 mL, 10.0 mmol), was slowly added and the mixture was stirred at room temperature for 16 h. After solvent removal, the residue was taken up with DCM (50 mL), washed with water (50 mL), dried over sodium sulfate and purified by flash chromatography on silica gel (DCM/MeOH/TEA 90/10/0.1) to afford the title compound (0.140 g, 9%).

Provenance & Evidence