反应详情

Sodium carbonate monohydrate (58.0 g, 468 mmol) was dissolved in water (500 mL) and a solution of 4-(tert-butyl)-phenylboronic acid (40.0 g) and 2,3,5-tribromothiophene (30.0 g, 94 mmol) in THF (500 mL) was added, and deoxygenated by bubbling with argon. Pd(PPh3)4 (5.0 g, 4.30 mmol) was added and the mixture refluxed for 24 h. The mixture was cooled and the aqueous phase separated and extracted with EtOAc. Organic fractions were combined washed with water (500 mL) and dried over MgSO4. The solvent was evaporated and the crude product washed in MeOH, filtered and dried overnight to afford a light yellow, powdery solid (35.46 g, 89%).

1. customdeoxygenated
2. customby bubbling with argon
3. temperaturethe mixture refluxed for 24 h
4. temperatureThe mixture was cooled
5. customthe aqueous phase separated
6. extractionextracted with EtOAc
7. washOrganic fractions were combined washed with water (500 mL)
8. dry with materialdried over MgSO4
9. customThe solvent was evaporated
10. washthe crude product washed in MeOH
11. filtrationfiltered
12. customdried overnight