1-(Benzyloxy)-3-fluoro-2-methyl-4-nitrobenzene → 4-Amino-3-fluoro-2-methylphenol

Participants

Reaction Steps

A solution of 1-benzyloxy-3-fluoro-2-methyl-4-nitro-benzene (8 g, 0.031 mol) in MeOH (100 mL) was treated with Pd/C (10%) and hydrogenated (30 psi) for 2 h. The catalyst was removed by filtration, and the filtrate was concentrated in vacuo to afford 4-amino-3-fluoro-2-methyl-phenol (4.2 g, 96% yield). 1H NMR (300 MHz, DMSO-d6): δ 8.61 (s, 1 H), 6.36 (m, 2 H), 4.28 (s, 2 H), 1.96 (s, 3H); MS (ESI) m/z: 142.1 [M+H]+.

Provenance & Evidence