Ethyl Acetate → HCID 18368061, compound

Participants

Reaction Steps

A mixture of 5-methoxy-2-(N-methoxy-N-methylamino)carbonyl-3-nitroindole (step 2, 110 mg, 0.39 mmol), ammonium chloride (11 mg, 0.20 mmol) and iron powder (115 mg, 1.97 mmol) in 70% aqueous ethanol (10 ml) was heated at reflux for 2 h, and then cooled and filtered through a pad of Celite. The pad was washed copiously with a mixture of ethanol/ethyl acetate (1:1 v/v) and the combined washing evaporated. The residue was diluted with ethyl acetate (50 ml), washed with saturated aqueous sodim bicarbonate (30 ml) and dried (Na2SO4). Removal of solvent gave product as an oil. tlc: Rf=0.5 (50% ethyl acetate in hexanes)

Provenance & Evidence