Acetophenone → HCID 67032701, compound

Participants

Reaction Conditions

Reaction Steps

To a degassed solution of 4-benzyl-2-(4-bromo-phenyl)-morpholine (205 mg; 0.62 mmol) and acetophenone (87 μL; 0.74 mmol) in toluene (4 mL) was added NaOtBu (148.3 mg; 1.54 mmol), 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (38.4 mg; 0.06 mmol) and tris(dibenzylideneacetone)dipalladium(0) (28.3 mg; 0.03 mmol). The resulting mixture was heated to 110° C. for 30 min. in a microwave. After cooling to room temperature 5% aqueous NaHCO3 was added and the mixture extracted with EtOAc. The combined organic layers were dried (Na2SO4), filtered and concentrated in vacuo. The residue was purified by column chromatography (SiO2, Et2O/hexanes 1:1) to afford 2-[4-(4-Benzyl-morpholin-2-yl)-phenyl]-1-phenyl-ethanone (110.00 mg).

Provenance & Evidence