反应详情

A 3-neck oven-dried 500 mL round-bottom flask was cooled under Ar, then charged with 3-Chloro-10,11-dihydro-5H-dibenzo[c,g]chromen-8(9H)-one (12.0 g, 42.1 mmol), potassium vinyltrifluoroborate (8.47 g, 6.32 mmol), Pd(OAc)2 (473 mg, 2.11 mmol), SPhos (1.74 g, 4.25 mmol), K2CO3 (17.5 g, 126 mmol) and anhydrous propanol (120 mL). The reaction mixture was sparged with Ar for 16 min, then heated to reflux for 5.5 h. Upon completion, the reaction mixture was cooled to RT and concentrated under reduced pressure. The crude residue was suspended in DCM, then washed with H2O and brine. The organic solution was dried over MgSO4, filtered and concentrated under reduced pressure. The resulting residue was further purified via silica plug, eluting with DCM to afford 3-vinyl-10,11-dihydro-5H-dibenzo[c,g]chromen-8(9H)-one (10.2 g, 87%).

1. customA 3-neck oven-dried 500 mL round-bottom flask
2. temperaturewas cooled under Ar
3. customThe reaction mixture was sparged with Ar for 16 min
4. temperatureheated
5. temperatureto reflux for 5.5 h
6. concentrationconcentrated under reduced pressure
7. washwashed with H2O and brine
8. dry with materialThe organic solution was dried over MgSO4
9. filtrationfiltered
10. concentrationconcentrated under reduced pressure
11. customThe resulting residue was further purified via silica plug
12. washeluting with DCM