Methyl[(2-hydroxy-3-nitrobenzoyl)methylamino]acetate → Methyl[(3-amino-2-hydroxybenzoyl)methylamino]acetate

Participants

Reaction Steps

A solution of 5.78 g (21.5 mmol, 1 eq) of methyl[(2-hydroxy-3-nitrobenzoyl)methylamino]acetate in 75 ml of methanol in the presence of 0.52 g (10% by weight) of Pd/C 10% was stirred at hydrogen atmospheric pressure for two and a half hours. The reaction medium was filtered through celite and the filtrate was evaporated. The residue (4.78 g) was chromatographed on silica gel (300 g prepacked column, eluent heptane/ethyl acetate from 40% to 90% of ethyl acetate, 120 ml/min). 3.92 g of methyl[(3-amino-2-hydroxybenzoyl)methylamino]acetate were obtained in the form of a yellow oil. Yield=76%.

Provenance & Evidence