Ethyl 3-nitro-1-naphthoate → Ethyl 3-aminonaphthalene-1-carboxylate

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Reaction Steps

A mixture of 3-nitronaphthalene-1-carboxylic acid ethyl ester (2.45 g, 10 mmol) and Pd/C (0.3 g) in EtOH (20 mL) was stirred overnight at RT under 35 psi of H2. After filtration, the filtrate was concentrated to yield ethyl 3-aminonaphthalene-1-carboxylate (2.04 g). 1H NMR (300 MHz, DMSO-d6): δ 8.63 (m, 1H), 7.93-7.97 (m, 2H), 7.84 (s, 1H), 7.54-7.57 (m, 2H), 4.39 (q, J=7.2 Hz, 2H), 1.35 (t, J=7.2 Hz, 3H).

Provenance & Evidence