Monomethyl-5-nitroisophthalate → 3-Amino-5-(methoxycarbonyl)benzoic acid

Participants

Reaction Steps

A suspension of mono-methyl 5-nitro-isophthalate (22.5 g, 100 mmol) and palladium on carbon (5%, 2.00 g) in methanol (100 mL) is shaken in a hydrogenation apparatus under hydrogen (50 psi) for 3 hours. The mixture is then filtered through diatomaceous earth and concentrated to give the title compound, NMR (300 MHz, CDCl3) delta 7.67, 7.41, 7.40 and 3.83; MS (ESI—) for C9H9NO4 m/z (M−H)−=194.

Provenance & Evidence