4-(1-t-Butoxycarbonylpiperidin-4-yloxy)-3-chloronitrobenzene → Tert-butyl 4-(4-amino-2-chlorophenoxy)piperidine-1-carboxylate

Participants

Reaction Steps

To a solution of 4-(1-t-butoxycarbonylpiperidin-4-yloxy)-3-chloronitrobenzene (2.40 g) in acetic acid (50 ml) was added zinc powder (5.60 g) in four portions at room temperature and the mixture was stirred for 2 hours. The reaction mixture was filtered and the filtrate concentrated in vacuo. The residue was purified by chromatography on a silica gel column using hexane/ethyl acetate=1/1 as an eluant to give the desired compound (1.99 g, yield 87%) as an orange oil.

Provenance & Evidence