Ammonium Chloride → HCID 86719575, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of methyl 5-(2-hydroxyethoxy)-2-methyl-3-nitrobenzoate (1.5 g, 5.88 mmol) in ethanol (20 mL), were added ammonium chloride (1.5 g, 28 mmol) dissolved in water (20 mL) and iron powder (1.3 g, 23 mmol). The resulting reaction mixture was heated at 80° C. for 3 h. On completion, the reaction mixture was filtered and the residue washed well with hot ethanol. The filtrate was concentrated and the residue was basified by aqueous sodium bicarbonate. The aqueous phase was extracted with ethyl acetate. The combined organic layers were washed with water, dried, and concentrated under reduced pressure giving the crude title compound (1.3 g) which was used directly.

Provenance & Evidence