tert-Butyl 4-(2-methyl-4-nitrophenoxy)piperidine-1-carboxylate → Tert-butyl 4-(4-amino-2-methylphenoxy)piperidine-1-carboxylate

Participants

Reaction Steps

To a solution of 4-(1-t-butoxycarbonylpiperidin-4-yloxy)-3-methylnitrobenzene (4.07 g) in methanol (40 ml) was added palladium on carbon (0.41 g) and the mixture was stirred under a hydrogen atmosphere at room temperature for 4 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=3/2 as an eluant to give the desired compound (2.73 g, two step yield, from Reference example 41, 53%) as a pale red oil.

Provenance & Evidence