反应详情

To a 100 mL round bottom flask was added 5-Bromo-4-methoxy-2-benzofuran-1(3H)-one (430 mg, 1.8 mmol, 1.0 eq), potassium trifluoro(vinyl)borate (474 g, 3.5 mmol, 2.0 eq), [1,1′-bis(diphenylposphino)-ferrocene]dichloropalladium (II) complex with dichloromethane(1:1) (144 mg, 0.2 mmol, 0.1 eq) and triethylamine (493 μL, 3.5 mmol, 2.0 eq). To above mixture was added ethanol (12 mL). The flask was degassed and filled with nitrogen. The reaction was heated to reflux for 12 hr. The mixture was then diluted with EtOAc, filtered through a pad of celite and washed with brine. The organic phase was dried over Na2SO4, filtered and purified by flash column chromatography using biotage and the solvent systems (0-50% EtOAc/Hexane). The fractions containing desired product were collected and concentrated to 4-methoxy-5-vinyl-2-benzofuran-1(3H)-one.

1. customThe flask was degassed
2. additionfilled with nitrogen
3. temperatureThe reaction was heated
4. temperatureto reflux for 12 hr
5. additionThe mixture was then diluted with EtOAc
6. filtrationfiltered through a pad of celite
7. washwashed with brine
8. dry with materialThe organic phase was dried over Na2SO4
9. filtrationfiltered
10. custompurified by flash column chromatography
11. additionThe fractions containing desired product
12. customwere collected
13. concentrationconcentrated to 4-methoxy-5-vinyl-2-benzofuran-1(3H)-one