Ethyl (3-nitrophenyl)acetate → Ethyl 2-(3-aminophenyl)acetate

Participants

Reaction Steps

A mixture of ethyl 2-(3-nitrophenyl)acetate (12 g, 57.4 mmol) and Pd/C (1.2 g, 10%) in methanol (100 mL) was hydrogenated (45 psi) at RT for 12 h. The mixture was filtered and the filtrate was concentrated to afford ethyl 2-(3-aminophenyl)acetate (10 g, 97% yield). 1H NMR (400 MHz, DMSO-d6): δ 6.91 (t, J=1.6 Hz, 1 H), 6.42-6.40 (m, 2 H), 6.35 (d, J=7.6 Hz, 1 H), 5.00 (s, 2 H), 4.03 (q, J=7.2 Hz, 2 H), 3.41 (s, 2 H), 1.15 (t, J=7.2 Hz, 3 H).

Provenance & Evidence