反应详情

Acetyl chloride (2.5 mL, 35.2 mmol) was added dropwise to a stirring solution of 4-amino-2-chloro-benzoic acid 22i (2.22 g, 12.9 mmol) in methanol (50 mL). The mixture was heated at reflux for 18 h, cooled, and concentrated under reduced pressure. The residue was dissolved in EtOAc, washed sequentially with saturated aqueous NaHCO3 and brine, dried, and concentrated under reduced pressure. The crude product was purified by flash column chromatography (silica gel, 30% EtOAc/hexanes) to give compound 22j.

1. temperatureThe mixture was heated
2. temperatureat reflux for 18 h
3. temperaturecooled
4. concentrationconcentrated under reduced pressure
5. dissolutionThe residue was dissolved in EtOAc
6. washwashed sequentially with saturated aqueous NaHCO3 and brine
7. customdried
8. concentrationconcentrated under reduced pressure
9. customThe crude product was purified by flash column chromatography (silica gel, 30% EtOAc/hexanes)