反应详情

A mixture of BINAP (1.6 g, 0.00257 mole), palladium acetate (0.23 g, 0.001 mole) and toluene (30 mL) was degassed with argon for 15 minutes. This mixture was then added to a mixture of aniline (5.0 g, 0.0536 mole), 4-bromobenzoic acid (12.9 g, 0.0644 mole) and cesium carbonate (52.47 g, 0.161 mole) in toluene (30 mL) (previously degassed with argon for 15 minutes). The resulting mixture was heated at reflux for 22 hours. The reaction mixture was then concentrated under reduced pressure. The resulting residue was acidified with 10% HCl and the product was extracted with ethyl acetate. The ethyl acetate layer was washed with brine solution, dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography using silica gel 60-120 mesh (15% ethyl acetate in hexane) to afford 9.55 g (83%) of 4-phenylamino-benzoic acid.

1. customwas degassed with argon for 15 minutes
2. custompreviously degassed with argon for 15 minutes)
3. temperatureThe resulting mixture was heated
4. temperatureat reflux for 22 hours
5. concentrationThe reaction mixture was then concentrated under reduced pressure
6. extractionthe product was extracted with ethyl acetate
7. washThe ethyl acetate layer was washed with brine solution
8. dry with materialdried over sodium sulfate
9. concentrationconcentrated under reduced pressure
10. customThe residue was purified by column chromatography