Potassium Nitrate → (2-Acetamido-5-chloro-3-nitrophenyl)methyl acetate

Participants

Reaction Conditions

Reaction Steps

Potassium nitrate (1.01 g, 10 mmol) was added to conc. H2SO4 (10 ml) at 0° C. This mixture was stirred at 0° C. for 15 min, then acetic acid 2-acetylamino-5-chloro-benzyl ester (1.92 g, 8 mmol) was added in small portions over 15 min. The reaction mixture was stirred at 0° C. for a further 1 h, and then poured onto crushed ice. The precipitate formed was collected by filtration to give a mixture of isomers, which were separated by column chromatography eluting with a gradient of 0-60% ethyl acetate in petroleum ether to give the desired acetic acid 2-acetylamino-5-chloro-3-nitro-benzyl ester as a yellow solid (0.454 g, 20%).

Provenance & Evidence