Acetonitrile → 2-[(3,4-Difluorobenzyl)-(2-hydroxyethyl)-amino]-1-(4-trifluoromethoxyphenyl)-ethanone

Participants

Reaction Steps

To the 2-[2-(3,4-difluorophenyl)-ethylamino]-ethanol (0.5 g, 2.7 mmol) in acetonitrile (5 mL) was added 2-bromo-1-(4-trifluoromethoxyphenyl)-ethanone (0.76 g, 2.7 mmol) and K2CO3 (0.44 g, 3.2 mmol). The reaction mixture was stirred at room temperature for 20 h, and concentrated in vacuo. Water was added to the concentrate, which was then extracted with EtOAc. The combined organic layers were washed with water and brine, dried (MgSO4), filtered, and concentrated in vacuo. Purification by silica gel chromatography (40% EtOAc/hexane) provided 2-[(3,4-difluorobenzyl)-(2-hydroxyethyl)-amino-]-1-(4-trifluoromethoxyphenyl)-ethanone (0.8 g, 2.1 mmol).

Provenance & Evidence