Propargyl bromide → HCID 57176700, compound

Participants

Reaction Conditions

Reaction Steps

55 g (0.47 mol) of methyl 2-hydroxy-2-methylpropionate in 400 ml of dry dimethylformamide were added dropwise while stirring during 0.75 hour to 14 g (0.47 mol, 80% oil dispersion) of sodium hydride in 200 ml of dry dimethylformamide. After 3 hours at 20° C. 62.5 g (0.42 mol) of propargyl bromide (as a 80% solution in toluene) in 200 ml of dimethylformamide was added during 0.5 hour while cooling to maintain the temperature below 25° C. After stirring at 20° C. for 17 hours the mixture was poured on to ice and extracted with toluene. The toluene phase was evaporated carefully and the residue was distilled at 80° C./15 mmHg to give 26.8 g (41%) of methyl 2-propynyloxy-2-methylpropionate.

Provenance & Evidence