Dichloromethane → HCID 67813788, compound

Participants

Reaction Steps

To a round bottomed flask was added (E)-(2-(5-((benzhydrylimino)methyl)-3-methylisoxazol-4-yl)phenyl)(4-chlorophenyl)methanone (320 mg, 0.652 mmol), DCM (4.5 mL), and Yt(OTf)3 (40.4 mg, 0.065 mmol). To this solution was added TMS-CN (175 μl, 1.304 mmol) and the reaction was stirred overnight at room temperature. This solution was diluted with saturated aqueous NaHCO3. The layers were separated and the aqueous phase was extracted with DCM. The combined organic layers were dried over Na2SO4, filtered, and concentrated. The crude residue was purified via Biotage (EtOAc/hex) to afford the titled compound (300 mg, 0.579 mmol). LC/MS m/z 518 [M+H]+.

Provenance & Evidence