Ammonium Chloride → 3-Amino-2-methylbenzoic acid methyl ester

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of methyl 2-methyl-3-nitrobenzoate (10.0 g, 56.4 mmol) in 60 ml of ethanol were added ammonium chloride (18.0 g, 338 mmol) dissolved in 60 mL of water and iron powder (18.8 g, 338.2 mmol). The resulting reaction mixture was heated at 80° C. for 3 h. Water was added to the reaction mixture and then it was filtered through celite. The filtrate was extracted with ethyl acetate. The combined organic layers were washed with water, dried over Na2SO4, concentrated under reduced pressure to give the title compound (7.0 g, 83%).

Provenance & Evidence