反应详情

温度

60 °C

In a 250 mL round-bottomed flask equipped with a stir bar was placed 3-bromo-4-methoxybenzyl bromide (5.0 g, 17.9 mmol), 4-fluorophenylboronic acid (2.76 g, 19.7 mmol), potassium phosphate (tribasic) (7.60 g, 35.8 mmol), dimethoxyethane (30 mL) and 50% aqueous ethanol (30 mL). The mixture was degassed with nitrogen for 30 minutes and then added tetrakis(triphenylphosphine)palladium(0) (5.17 g, 4.48 mmol). The mixture was heated to 60° C. for 4 hours and then the palladium catalyst was filtered off. To the filtrate were added water (100 mL) and a saturated ammonium chloride solution (150 mL). After extracting with ethyl acetate (3×100 mL), the organic portions were combined, washed with brine (150 mL), dried (MgSO4) and concentrated. The crude material was purified by column utilizing 5% EtOAc/hexanes as the eluent to produce 2.12 g of 2-bromo-4-(4-fluoro-benzyl)-1-methoxy-benzene as a colorless oil in 40% yield.

1. customIn a 250 mL round-bottomed flask equipped with a stir bar
2. customThe mixture was degassed with nitrogen for 30 minutes
3. filtrationthe palladium catalyst was filtered off
4. additionTo the filtrate were added water (100 mL)
5. extractionAfter extracting with ethyl acetate (3×100 mL)
6. washwashed with brine (150 mL)
7. dry with materialdried (MgSO4)
8. concentrationconcentrated
9. customThe crude material was purified by column