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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 48363Generated: October 30, 2026

Ammonia → 2-[4-(2-Aminoethyl)phenyl]ethylamine

https://huagongshe.com/reaction/48363

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant1,4-BenzenediacetonitrileHCID 69327—
ReactantHCID 178418361HCID 178418361—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
Product2-[4-(2-Aminoethyl)phenyl]ethylamineHCID 274988798%

Reaction Steps

Scheme I, step B′: Into a 250 mL reduction vessel were placed 1,4-phenylenediacetonitrile (10 g, 64.02 mmol), liquid ammonia (25 mL), and W4-W6 range (medium range activity) Raney Nickel (1.25 g) in methanol (125 mL), and the mixture was heated at 100° C. under 300 psi (2068 kPa) of hydrogen gas for 10 hours. The reaction was cooled to room temperature and filtered through a Celite® cake and the filtrate was concentrated under reduced vacuum to give the intermediate title compound, 2-[4-(2-aminoethyl)phenyl]ethylamine, (10.3 g, 98%) as an oil. Electron spray M.S. 165 (M*+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06703425B2
Source datasetuspto-grants-2004_03
ORD IDord-80862a1fbb344d8d94617c30b01cc0a7
Source noteuspto-grants-2004_03