Water → HCID 19606329, compound

Participants

Reaction Steps

A dispersion of potassium hydride (0.990 g, 5.04 mmol) in 20% mineral oil was washed by decantation with anhydrous hexane, then was resuspended in anhydrous benzene (25 ml). This suspension was added at 0° C. and under inert atmosphere with a solution of 2-(hydroxymethyl)benzofuran-5-carbonitrile (0.671 mg, 3.89 mmol) in benzene (10 ml) stirring at room temperature for 15 min, then with benzyl bromide (0.825 ml) and a catalytic amount of tetrabutylammonium iodide. The mixture was left under stirring at room temperature for 4 h, then added with water (50 ml) and extracted with ethyl acetate (4×50 ml). The organic phase was dried and the solvent removed, to obtain a crude which was purified by chromatography through a silica gel column, eluting with n-hexane:ethyl acetate mixtures of increasing polarity, thereby recovering 1.087 g of the title compound as a yellowish oil (82% yield).

Provenance & Evidence