Propargyl bromide → 3-(2-Oxo-1,3-oxazolin-3-yl)-1-propyne

Participants

Reaction Conditions

Reaction Steps

To a suspension of 2-oxazoline (1.0 g, 11.5 mmol) in THF (40 mL) was added 60% NaH (460 mg, 11.5 mmol) and 3-bromopropyne (1. 0 mL, 11.2 mmol). The mixture was stirred for 1 h at 50° C. then for 3 h at 60° C., poured into aqueous 5% KHSO4, and extracted with ethyl acetate. The Organic layers were dried over MgSO4 and concentrated. The residue was purified by silica gel column chromatography with 1:1 hexane/ethyl acetate to give the title compound (1.02 g, 71%).

Provenance & Evidence