反应详情

温度

100 °C

371 mg of phenylboronic acid (3.04 mmol), 62 mg of 1,1′-bis(diphenylphosphino)ferrocene palladium chloride (C35H30Cl4FeP2Pd, Mw 816.65, 0.025 mmol) and 3.96 g of caesium carbonate (12.16 mmol) are introduced into a 100 ml round-bottomed flask, with stirring and under an argon atmosphere, containing 22 ml of water, 6.5 ml of dioxane and 1.08 g of 10 (3.04 mmol). The medium is heated at 100° C., with stirring, for 1 h. The medium is filtered over celite and washed with 10 ml of dioxane, 10 ml of CH2Cl2 and 10 ml of MeOH. The filtrate is concentrated under vacuum. 25 ml of EtOAc are then added and the mixture is washed with 2 times 25 ml of water. The organic phase is dried over MgSO4, filtered and evaporated to dryness. The crude is chromatographed on a silica cartridge (50 g), elution being carried out with CH2Cl2/MeOH (as an MeOH gradient: 1 to 10%). 350 mg of expected product 13 (white solid) are recovered.

1. stirringwith stirring, for 1 h
2. filtrationThe medium is filtered over celite
3. washwashed with 10 ml of dioxane, 10 ml of CH2Cl2 and 10 ml of MeOH
4. concentrationThe filtrate is concentrated under vacuum
5. addition25 ml of EtOAc are then added
6. washthe mixture is washed with 2 times 25 ml of water
7. dry with materialThe organic phase is dried over MgSO4
8. filtrationfiltered
9. customevaporated to dryness
10. customThe crude is chromatographed on a silica cartridge (50 g), elution
11. custom350 mg of expected product 13 (white solid) are recovered