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

Participants

Reaction Conditions

Reaction Steps

0.89 ml of allylamine (11.9 mmol) and 0.311 ml of diisopropyl ethylamine (1.78 mM) were added to the reaction solution (1.2 mmol) 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