Potassium Carbonate → HCID 58737423, compound

Participants

Reaction Steps

A solution of (S)-3-phenethyl-piperidine (4.23 mmol, 801 mg), 2-bromo-4′-chloroacetophenone (1.5 equiv, 6.35 mmol, 1.48 g) and K2CO3 (2.0 equiv, 8.46 mmol, 1.17 g) in CH3CN (10 mL) was heated to 60° C. and stirred for 12 h. The reaction mixture was quenched with H2O (25 mL) and then extracted with EtOAc (2×50 mL). The combined organics were dried with NaCl(sat) and Na2SO4(s). The solvents were removed in vacuo and chromatography (Isco Combi-Flash, 110 g cartridge, 9:1 Hexane-EtOAc) provided the desired product (0.556 mg, 1.45 mg theoretical, 38%) as a colorless oil: Rf 0.37 (SiO2, 5:1 hexane-EtOAc); LRMS m/z 342 (M++1, C21H24ClNO, requires 342).

Provenance & Evidence