反应详情

温度

100 °C

To a solution of benzyl spiro[indoline-3,4′-piperidine]-1′-carboxylate (1.5 g, 4.65 mmol) in 1-4, dioxane (5 mL) is added bromobenzene (0.803 g, 5.115 mmol), 4,5-(diphenyl-phosphino)-9,9-dimethyl xanthene (0.807 g, 1.395 mmol) and cesium carbonate (4.54 g, 13.95 mmol) at 0° C. The reaction mixture is purged with nitrogen gas for 15 minutes and palladium acetate (0.062 g, 0.279 mmol) is added. The mixture is stirred at 100° C. for 5 hours, filtered, diluted with ammonium chloride solution, extracted with EtOAc, dried with sodium sulphate, and concentrated under reduced pressure. The crude material is purified by silica gel chromatography, eluting with hexane:ethyl acetate (9.0:1.0) to give the title compound (1.6 g, 86.48%). ESI/MS m/z 399.4 (M+H)+.

1. customThe reaction mixture is purged with nitrogen gas for 15 minutes
2. filtrationfiltered
3. additiondiluted with ammonium chloride solution
4. extractionextracted with EtOAc
5. dry with materialdried with sodium sulphate
6. concentrationconcentrated under reduced pressure
7. customThe crude material is purified by silica gel chromatography
8. washeluting with hexane:ethyl acetate (9.0:1.0)