反应详情

A suspension of 1-(4-(3-bromocinnamoylamino)benzyl)piperidine (0.4 g), 4-fluorophenyl borate (0.14 g), 1M potassium carbonate (2 ml) and ethanol (1 ml) in toluene (5 ml) was stirred under argon atmosphere at room temperature for 30 minutes. To the suspension was added tetrakistriphenylphosphinepalladium (0.05 g), and the mixture was refluxed over night. The mixture was extracted with ethyl acetate, and the organic layer was washed with water and saturated sodium chloride solution, and dried with anhydrous magnesium sulfate. Under reduced pressure, the solvent was evaporated, and the residue was purified with silica gel column (methanol/triethylamine/ethyl acetate) to give crude crystals, which were recrystallized from ethyl acetate-hexane to give 1-(4-(3-(4-fluoro-phenyl)cinnamoylamino)benzyl)piperidine (Compound 83) (0.35 g) as colorless crystals.

1. temperaturethe mixture was refluxed over night
2. extractionThe mixture was extracted with ethyl acetate
3. washthe organic layer was washed with water and saturated sodium chloride solution
4. dry with materialdried with anhydrous magnesium sulfate
5. customUnder reduced pressure, the solvent was evaporated
6. customthe residue was purified with silica gel column (methanol/triethylamine/ethyl acetate)
7. customto give crude crystals, which
8. customwere recrystallized from ethyl acetate-hexane