1-Phenethylamine, (+)- → HCID 57951154, compound

Participants

Reaction Steps

Dissolve (±)-1-(4-bromo-phenyl)-5-(3-trifluoromethoxy-phenyl)-pyrrolidine-2,3-dione (14.6 g, 35.2 mmol) in dichloromethane (35 mL). Add (R)-(+)-α-methylbenzylamine (6.8 mL, 52.8 mmol) and stir overnight at ambient temperature. Concentrate the reaction mixture under reduced pressure and purify by silica gel chromatography (ethyl acetate-hexane) to yield (S)-1-(4-bromo-phenyl)-3-((R)-1-phenyl-ethylamino)-5-(3-trifluoromethoxy-phenyl)-1,5-dihydro-pyrrol-2-one-eluting first (6.6 g, 36%): MS (m/z): 517.0 (M+1). RP HPLC: Tr=5.53 min (Method 3) and eluting second (R)-1-(4-bromo-phenyl)-3-((R)-1-phenyl-ethylamino)-5-(3-trifluoromethoxy-phenyl)-1,5-dihydro-pyrrol-2-one (5.8 g, 32%): MS (m/z): 517.0 (M+1). RP HPLC: Tr=5.44 min. (Method 3)

Provenance & Evidence