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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1366288Generated: October 31, 2026

4-(3-Methoxy-4-nitrophenoxy)-1-methylpiperidine → 2-Methoxy-4-[(1-methylpiperidin-4-yl)oxy]aniline

https://huagongshe.com/reaction/1366288

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(3-Methoxy-4-nitrophenoxy)-1-methylpiperidineHCID 57416155—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product2-Methoxy-4-[(1-methylpiperidin-4-yl)oxy]anilineHCID 55234169—

Reaction Steps

To a solution of 4-(3-Methoxy-4-nitro-phenoxy)-1-methyl-piperidine (3.0 g, 11.3 mmol) in ethanol (50 mL), 5% palladium on carbon (300 mg) is added under a nitrogen atmosphere. The reaction vessel is fitted with a balloon adapter and charged with hydrogen and evacuated three times until the reaction is under a hydrogen atmosphere. The reaction is allowed to stir overnight. The reaction mixture is filtered through a pad of Celite and washed with methanol. The filtrate is concentrated in vacuo to afford 2-Methoxy-4-(1-methyl-piperidin-4-yloxy)-phenylamine in quantitative yield (2.7 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893074B2
Source datasetuspto-grants-2011_02
ORD IDord-0d9dc8ba1234465bbf917f66bfde1a61
Source noteuspto-grants-2011_02