Sodium Bicarbonate → HCID 25000402, compound

Participants

Reaction Steps

A solution of 5,7-dimethoxy-4-nitroethenylindole (0.82 g, 3.3 mmol) and NaHCO3 (0.33 g) in nitromethane (15 cm3) was refluxed under nitrogen for 30 hours. The mixture was then concentrated under reduced pressure and then partitioned between water (10 cm3) and ethyl acetate (10 cm3). The organic layer was washed with saturated aqueous NaHCO3 (10 cm3), then brine (10 cm3), dried over MgSO4 and evaporated under reduced pressure to give a crude solid, which was purified by chromatography on silica, eluting with petrol:ethyl acetate (80:20) to give 5,7-dimethoxy-4-{2′-nitro-1′-(nitromethyl)ethyl}indole as a pale yellow solid (0.64 g, 63%)

Provenance & Evidence