Cesium carbonate → HCID 58368476, compound

Participants

Reaction Conditions

Reaction Steps

A stirred mixture of 2-acetyl-4-chloro-1-naphthyl trifluoromethanesulfonate (0.106 g, 0.301 mmol), 4-hydroxypiperidine (0.0366 g, 0.362 mmol), palladium acetate (1 mg, 0.006 mmol), (S)-(−)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (6 mg, 0.009 mmol), and cesium carbonate (0.14 g, 0.42 mmol) in tetrahydrofuran (6 mL) was heated at 65° C. overnight. The mixture was cooled, diluted with dichloromethane and filtered. The filtrate was washed with brine, dried over sodium sulfate and evaporated to dryness. The resulting residue was purified on silica gel, eluting with 0 to 60% ethyl acetate in hexane, to give the desired product (74 mg, 81%). LCMS calculated for C17H19ClNO2 (M+H)+: m/z=304.1; Found: 304.0.

Provenance & Evidence