反应详情

Lithium aluminum hydride (0.95 grams, 25 mmole) was added in portions to a stirred solution of 4'-fluorobiphenyl-4-sulfonylchloride (2.7 grams, 10 mmole) in tetrahydrofuran (75 mL). The resulting mixture was heated at reflux for 4 hours, cooled in an ice bath and quenched by addition of 10% aqueous sulfuric acid solution (100 mL). After stirring for 30 minutes, the mixture was filtered through Celite™ and the tetrahydrofuran was removed under vacuum. The residue was diluted with water and extracted with diethyl ether. The organic layer was washed with water and brine, dried over magnesium sulfate and concentrated under vacuum to a solid. Trituration of the solid with diethyl ether, removal of insoluble material by filtration and concentrated of the filtrate provided the title compound as a yellow solid (1.4 grams, 69%).

1. temperatureThe resulting mixture was heated
2. temperatureat reflux for 4 hours
3. temperaturecooled in an ice bath
4. customquenched by addition of 10% aqueous sulfuric acid solution (100 mL)
5. filtrationthe mixture was filtered through Celite™
6. customthe tetrahydrofuran was removed under vacuum
7. additionThe residue was diluted with water
8. extractionextracted with diethyl ether
9. washThe organic layer was washed with water and brine
10. dry with materialdried over magnesium sulfate
11. concentrationconcentrated under vacuum to a solid
12. customTrituration of the solid with diethyl ether, removal of insoluble material
13. filtrationby filtration
14. concentrationconcentrated of the filtrate