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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1244381Generated: October 31, 2026

4-(4-methoxy-3-nitro-phenyl)-3,6-dihydro-2H-pyran → 2-Methoxy-5-(tetrahydropyran-4-yl)-phenylamine

https://huagongshe.com/reaction/1244381

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(4-methoxy-3-nitro-phenyl)-3,6-dihydro-2H-pyranHCID 21919215—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product2-Methoxy-5-(tetrahydropyran-4-yl)-phenylamineHCID 2191926271.9%

Reaction Steps

1.3 g 4-(4-Methoxy-3-nitro-phenyl)-3,6-dihydro-2H-pyran (5.5 mmol) was dissolved in ethanol (100 ml) and treated with Pd/C 10% (0.065 g) under an atmosphere of hydrogen for 16 h. After filtration, evaporation and drying of the residue, 0.82 g of 2-methoxy-5-(tetrahydro-pyran-4-yl)-phenylamine (71%) were obtained as an off-white solid; M.p.: 102–103° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07122545B2
Source datasetuspto-grants-2006_10
ORD IDord-9790bddbf5c644399d506d4a05476396
Source noteuspto-grants-2006_10