6-(Difluoromethoxy)[1]benzofuro[3,2-c]pyridine-9-carbaldehyde 2-oxide → 6-(Difluoromethoxy)[1]benzofuro[3,2-c]pyridine-9-carbaldehyde

Participants

Reaction Steps

To a well stirred suspension of 6-(difluoromethoxy)[1]benzofuro[3,2-c]pyridine-9-carbaldehyde 2-oxide (1.0 g, 3.6 mmol) in acetic acid (15 mL) was added iron powder (800 mg, 14.28 mmol) and the mixture was stirred at about 60° C. for about 15-30 minutes. Excess acetic acid was removed under reduced pressure. The residue obtained was diluted with dichloromethane (50 mL) and filtered through a celite bed and the filtrate was washed with water (3×25 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the crude product. The crude product was purified through a silica gel column using ethyl acetate in dichloromethane as an eluent to give 6-(difluoromethoxy)[1]benzofuro[3,2-c]pyridine-9-carbaldehyde as a white solid.

Provenance & Evidence