4-Nitrobenzoic acid-n-phenyl-n-(2-methoxycarbonylethyl)amide → Methyl N-(4-aminobenzoyl)-N-phenyl-beta-alaninate

Participants

Reaction Steps

22 g (67 mmol) of 4-nitrobenzoic acid-N-phenyl-N-(2-methoxycarbonylethyl)amide were hydrogenated in 500 mL of methanol with 2 g of 10% palladium on charcoal at 3 bar hydrogen pressure for 3 hours. After filtration and distillation of the solvent, the reaction mixture was washed with 100 mL of ether and the white crystalline product was further reacted directly. Yield: 18.6 g (94% of theory), Rf value: 0.70 (silica gel; methylene chloride/ethanol=19:1).

Provenance & Evidence