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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 440471Generated: October 30, 2026

4-(2-(Tetrahydropyran-2-yloxy)ethyl)-1-(2-azidoethyl)benzene → 4-(2-(Tetrahydropyran-2-yloxy)ethyl)phenethylamine

https://huagongshe.com/reaction/440471

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(2-(Tetrahydropyran-2-yloxy)ethyl)-1-(2-azidoethyl)benzeneHCID 22407606—
CatalystHCID 178418390HCID 178418390—
SolventEthanolHCID 702—
Product4-(2-(Tetrahydropyran-2-yloxy)ethyl)phenethylamineHCID 2240761072%

Reaction Steps

To a solution of 4-(2-(tetrahydropyran-2-yloxy)ethyl)-1-(2-azidoethyl)benzene (4.30 g, 15.61 mmol) in ethanol was added 10% palladium-carbon (0.10 g). The mixture was stirred under an atmosphere of hydrogen gas at room temperature for 16 hours. Then 10% palladium-carbon was filtered off, and the solvent was evaporated. The residue was purified by column chromatography on silica gel eluting with ethyl acetate/methanol (=8/2) to give the desired 4-(2-(tetrahydropyran-2-yloxy)ethyl)phenethylamine (2.80 g, 72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05519139
Source datasetuspto-grants-1996_05
ORD IDord-efbfd21867ca40d6bc3ff2f36e1e3992
Source noteuspto-grants-1996_05