Nitric Acid → HCID 59168383, compound

Participants

Reaction Steps

Nitric acid (1.2 mL, 22 mmol) was added dropwise to a mixture of 5,6,9,10,11,12-hexahydro-4H,8H-cyclohepta[4,5]pyrrolo[3,2,1-ij]quinoline (2.0 g, 8.9 mmol) and concentrated sulfuric acid (43 mL). The reaction mixture was stirred for 1 hour and then poured into water and extracted with ethyl acetate. The combined organic extracts were dried (MgSO4) and concentrated. The crude material was purified by flash column chromatography (elution with 12% ethyl acetate-hexanes) to provide 2-nitro-8-oxo-5,6,9,10,11,12-hexahydro-4H,8H-cyclohepta[4,5]pyrrolo[3,2,1-ij]quinoline.

Provenance & Evidence