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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1268177Generated: November 2, 2026

Tert-butyl 4-(3-methyl-4-nitrophenoxy)piperidine-1-carboxylate → Tert-butyl 4-(3-methyl-4-aminophenoxy)piperidine-1-carboxylate

https://huagongshe.com/reaction/1268177

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 4-(3-methyl-4-nitrophenoxy)piperidine-1-carboxylateHCID 18542679—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductTert-butyl 4-(3-methyl-4-aminophenoxy)piperidine-1-carboxylateHCID 18542772102.6%

Reaction Steps

To a solution of 4-(1-t-butoxycarbonylpiperidin-4-yloxy)-2-methylnitrobenzene (3.23 g) in methanol (30 ml) was added palladium on carbon (0.21 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=1/1 as an eluant to give the desired compound (3.02 g, yield 99%) as a pale red oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06555556B1
Source datasetuspto-grants-2003_04
ORD IDord-ca2910c5c82f464197ced4fdae01ad99
Source noteuspto-grants-2003_04