反应详情

1-Nitro-2-naphthyl trifluoromethanesulfonate (20.26 g, 63.07 mmol), tert-butyl 4-aminophenylcarbamate (13.13 g, 63.07 mmol), triphenylphosphine (1.65 g, 6.31 mmol), tetrakis(triphenylphosphine)palladium(0) (3.64 g, 3.15 mmol), potassium carbonate (8.72 g, 63.07 mmol), and dry toluene (600 mL) were mixed, and the mixture was refluxed by heating for 6 hours under a nitrogen atmosphere. After the reaction mixture was left to cool, the insoluble matter was separated by filtration, and washed off with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogencarbonate, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1), and then recrystallized from ethyl acetate/hexane to obtain the title compound (18.67 g, yield 78%) as yellow crystals.

1. temperaturethe mixture was refluxed
2. temperatureby heating for 6 hours under a nitrogen atmosphere
3. waitAfter the reaction mixture was left
4. temperatureto cool
5. customthe insoluble matter was separated by filtration
6. washwashed off with ethyl acetate
7. washThe organic layer was washed with saturated aqueous sodium hydrogencarbonate
8. dry with materialdried over anhydrous sodium sulfate
9. customThe solvent was evaporated under reduced pressure
10. customthe residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1)
11. customrecrystallized from ethyl acetate/hexane