Acetyl chloride → HCID 59179431, compound

Participants

Reaction Steps

3-(2,3-Dihydrofuro[3,2-c]pyridin-4-yl)propanenitrile (110 mg, 0.63 mmol) and Raney cobalt (200 mg) were suspended in 2M ammonia/ethanol solution (10 mL), and the suspension was stirred at room temperature for 13 hr under a hydrogen atmosphere. The catalyst was filtered through celite, and the filtrate was evaporated under reduced pressure. This was dissolved in dichloromethane (5 mL), triethylamine (173 μL, 1.24 mmol) and acetyl chloride (52.8 μL, 0.743 mmol) were added, and the mixture was stirred at room temperature for 20 min. The reaction solution was diluted with saturated aqueous sodium hydrogen carbonate solution and the mixture was extracted with dichloromethane. The extract was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (NH, methanol/ethyl acetate=0/100→10/90) to give the title compound (47 mg, yield 35%).

Provenance & Evidence