3-Hydroxybenzaldehyde → HCID 86649162, compound

Participants

Reaction Steps

To a solution of 3-hydroxybenzaldehyde (0.54 g, 4.42 mmol) in dimethyl sulfoxide (5 mL) was added sodium hydride (60%, 0.186 g) in portions. The mixture was stirred for 10 minutes and then was added a solution of Intermediate 34 (1.32 g, 4.42 mmol) in dimethyl sulfoxide (2 mL). The reaction mixture was stirred at 70° C. for 48 hours and the mixture was poured into water and extracted with ether. The organic layer was washed with a solution of sodium hydroxide 2N, water and brine. The solvent was removed under reduced pressure and the crude was purified by column chromatography with silica gel, eluting by hexane/ethyl acetate (10:1) to give the title compound as an oil (0.493 g, 41%).

Provenance & Evidence