Stannous chloride dihydrate → Methyl 3-Amino-4-chlorobenzoate

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-Chloro-3-nitro-benzoic acid methyl ester (5.0 g, 23.19 mmol) in 100 ml of ethanol was added SnCl2.2H2O (26.0 g, 115.96 mmol) and the reaction mixture was heated at 80° C. for 2 h. After the completion of the reaction mixture (TLC monitoring), the reaction mixture was evaporated to dryness under reduced pressure. Water (100 mL) was added, basified the reaction mixture with NaOH solution and extracted with hot EtOAc (3×250 mL). The combined organics was dried over Na2SO4, filtered and concentrated to give the desired product (3.0 g, 69%).

Provenance & Evidence