Ammonium Chloride → Methyl 3-Amino-5-bromo-2-methylbenzoate

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of above crude compound methyl 5-bromo-2-methyl-3-nitrobenzoate (150 g, 0.54 mol) in ethanol (750 mL), ammonium chloride (150 g, 2.78 mol) dissolved in 750 ml of water was added followed by iron powder (93.3 g, 1.64 mol) with vigorous stirring. The mixture was heated at 80° C. for 7 hand filtered through celite. The filter pad was washed with water and ethyl acetate and the filtrates were extracted with ethyl acetate. The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure to give the title compound (175 g crude).

Provenance & Evidence