反应详情

To a solution of methyl 4-fluoro-2-hydroxybenzoate (3.0 g) in tetrahydrofuran (65 mL) was added potassium t-butoxide (1.979 g) portion wise. The resulting solution was stirred at ambient temperature for 30 minutes and a solution of 1,3-difluoro-2-nitrobenzene (2.338 g) in tetrahydrofuran (15 mL) was added dropwise. After 1 hour, the reaction was heated at reflux for 18 hours. The reaction was quenched with water (10 mL), diluted with brine (75 mL) and extracted with methylene chloride (2×75 mL). The crude product was isolated by concentration and purified on silica gel, eluted with a 10, 20, 50% ethyl acetate in hexane step gradient to provide the title compound.

1. waitAfter 1 hour
2. temperaturethe reaction was heated
3. temperatureat reflux for 18 hours
4. customThe reaction was quenched with water (10 mL)
5. additiondiluted with brine (75 mL)
6. extractionextracted with methylene chloride (2×75 mL)
7. customThe crude product was isolated by concentration
8. custompurified on silica gel
9. washeluted with a 10, 20, 50% ethyl acetate in hexane step gradient