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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1079402Generated: October 30, 2026

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

https://huagongshe.com/reaction/1079402

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl 4-(2-methyl-4-nitrophenoxy)piperidine-1-carboxylateHCID 22181075—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
ProductTert-butyl 4-(4-amino-2-methylphenoxy)piperidine-1-carboxylateHCID 22181171106.1%

Reaction Steps

To a solution of 1-tert-butyloxycarbonyl-4-(4-nitro-2-methylphenyloxy)piperidine (9.0 g) in ethanol (100 ml) was added conc. hydrochrolic acid (2.3 ml) and, by using 10% palladium/carbon (containing 48% of water, 1 g) as a catalyst, catalytic reduction was conducted under normal pressure for 1.5 hours. The catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to obtain 1-tert-butyloxycarbonyl-4-(4-amino-2-methylphenyloxy)piperidine (8.7 g) as a light brown amorphous material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05580883
Source datasetuspto-grants-1996_12
ORD IDord-e903dcc1d2bd44aba547b79b35ab622e
Source noteuspto-grants-1996_12