4-Benzyl-1-(2-(4-benzyloxy-3-nitrophenoxy)ethyl)piperidine → 1-(2-(3-Amino-4-hydroxyphenoxy)ethyl)-4-benzylpiperidine

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A mixture of 4-benzyl-1-(2-(4-benzyloxy-3-nitrophenoxy)ethyl)piperidine (1.40 g, 3.1 mmol) and 10% pd/C (about 500 mg) in MeOH (30 mL) was hydrogenated to give 1.0 g (98%) of 1-(2-(3-amino-4-hydroxyphenoxy)ethyl)-4-benzylpiperidine as a viscous oil. 1H NMR (CDCl3): 1.40-1.68 (m, 5H), 2.06-2.13 (m, 2H), 2.530 (t, 2H, J=5.5), 6.000 (d, 2H, J=8), 6.242 (bs, 1H), 6.534 (d, 1H, J=8), 7.12-7.19 (m, 5H).

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