1-(Benzyloxy)-2,3-difluoro-4-nitrobenzene → 4-Amino-2,3-difluorophenol

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Reaction Steps

A mixture of 1-benzyloxy-2,3-difluoro-4-nitrobenzene (14 g, 52.8 mmol) and Pd/C (10%, 1.4 g) in MeOH (200 mL) was stirred under a hydrogen atmosphere (30 psi) for 2 h. The catalyst was removed by filtration and the filtrate was concentrated in vacuo to afford 4-amino-2,3-difluoro-phenol (7 g, 92% yield). 1H NMR (400 MHz, DMSO-d6) δ 9.05 (s, 1H), 6.45 (t, J=8.8 Hz, 1H), 6.34 (t, J=9.2 Hz, 1H), 4.67 (s, 2H).

Provenance & Evidence