Propargyl bromide → HCID 54171516, compound

Participants

Reaction Steps

Propargyl bromide (80% in toluene, 0.091 ml) was added dropwise to a mixture of cyclopropanecarboxylic acid [3-(3-hydroxy-phenyl)-propyl]-amide (122 mg) and potassium carbonate (154 mg) in dry DMF (10 ml) in an ice bath under nitrogen. The mixture was allowed to warm to room temperature, then heated at 65° C. for 18 h. The cooled mixture was partitioned between water (50 ml) and ethyl acetate (3×15 ml). The combined organic extracts were washed with brine/water 1:1 (3×20 ml) and dried (MgSO4). The solvent was evaporated and the residue purified by column chromatography on silica. Elution with hexane/ethyl acetate 2:1 gave the title compound as a colourless solid (79 mg)

Provenance & Evidence