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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2240582Generated: November 1, 2026

Allylamine → N-[2-(2-Fluorophenyl)ethyl]prop-2-en-1-amine

https://huagongshe.com/reaction/2240582

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllylamineHCID 7853—
ReactantSodium HydroxideHCID 14798—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 18411857HCID 18411857—
SolventAcetonitrileHCID 6342—
ProductN-[2-(2-Fluorophenyl)ethyl]prop-2-en-1-amineHCID 5744341666%

Reaction Conditions

Temperature80 °C

Reaction Steps

0.89 ml of allylamine (11.89 mM) and 0.31 ml of diisopropyl ethylamine (1.78 mM) were added to the reaction solution (1.19 mM) containing 350 mg of toluen-4-sulfonate-2-(2-fluoro-phenyl)-ethyl ester (u) prepared by above Step 1 dissolved in acetonitrile solution with stirring for 6 hrs at 80° C. After the reaction mixture was neutralized with 10% NaOH solution, the mixture was extracted with chloroform, washed with saturated NaCl solution, dried over MgSO4, filtered, and concentrated in vacuo. The resultant was purified by Silica gel column chromatography with a solvent mixture mixed with methanol and chloroform (1:9) as an eluant to give 141 mg of allyl-[2-(2-fluoro-phenyl)-ethyl]-amine (v) (yield: 66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723376B2
Source datasetuspto-grants-2010_05
ORD IDord-c3a3d53add094113bca5323f7d7d0c30
Source noteuspto-grants-2010_05