反应详情

温度

40 °C

3-fluoro-4-bromotoluene (50 g, 0.265 mol) and 3,4-dichlorophenylboronic acid (53 g, 0.278 mol) were dissolved in ethanol (970 ml) and sodium carbonate (56.1 g, 0.529 mol) was added. Palladium 10% on charcoal (6.6 g) was added, and the mixture was refluxed for 4 hours under nitrogen atmosphere. The reaction mixture was cooled, filtered and concentrated, isopropyl acetate (250 ml) was added, and then the solution was concentrated again. The residue was dissolved in isopropyl acetate (250 ml) and 1M sodium hydroxide (250 ml). The organic phase was separated, washed with water (125 ml), neutralized with hydrogen chloride 3 M, washed with brine (250 ml), and concentrated. The residue was mixed with acetonitrile/water 1/1 v/v (150 ml), heated to 40° C. to dissolve and then cooled to 0 to 5° C., and stirred for 30 minutes at this temperature. The compound 3′,4′-dichloro-2-fluoro-4-methyl-biphenyl crystallized as a powder.

1. temperaturethe mixture was refluxed for 4 hours under nitrogen atmosphere
2. temperatureThe reaction mixture was cooled
3. filtrationfiltered
4. concentrationconcentrated
5. additionisopropyl acetate (250 ml) was added
6. concentrationthe solution was concentrated again
7. dissolutionThe residue was dissolved in isopropyl acetate (250 ml)
8. customThe organic phase was separated
9. washwashed with water (125 ml)
10. washwashed with brine (250 ml)
11. concentrationconcentrated
12. additionThe residue was mixed with acetonitrile/water 1/1 v/v (150 ml)
13. dissolutionto dissolve
14. temperaturecooled to 0 to 5° C.
15. customThe compound 3′,4′-dichloro-2-fluoro-4-methyl-biphenyl crystallized as a powder