Nitric Acid → HCID 67325295, compound

Participants

Reaction Conditions

Reaction Steps

Fuming (90%) nitric acid (2.9 g) was added to 1-(3,4,4a,9a-tetrahydro-1H-benzo[4,5]furo[2,3-c]pyridin-2-yl)-ethanone (2.7 g, 12.5 mmol). The reaction mixture was stirred at 85° C. for 2 h, poured into H2O (350 mL) and the product was extracted with DCM (3×). The combined organic layers were washed with sodium hydrogenocarbonate and brine, and solvent was evaporated. Purification using silica gel chromatography (150 g SiO2) eluting with ethyl acetate yielded 1-(6-nitro-3,4,4a,9a-tetrahydro-1H-benzo[4,5]furo[2,3-c]pyridin-2-yl)-ethanone.

Provenance & Evidence