Реакция #2439928

Уравнение реакции

4-bromo-4′-ethylbiphenyl

3-fluorophenyl dihydroxyborane

potassium carbonate

toluene

→

residue

Выход 145.4%

4″-ethyl-3-fluoro-[1,1′; 4′,1″]terphenyl

Выход 145.4%

Растворители

water

ethanol

Условия реакции

Обработка

1. 1
   Температураwas refluxed for 6 hours
2. 2
   Другоеto obtain a reaction solution
3. 3
   ДругоеAfter removing the catalyst
4. 4
   Фильтрацияby filtration, 50 mL of toluene
5. 5
   workup.ADDITIONwas added to the reaction solution, which
6. 6
   Промывкаwas then washed with water
7. 7
   ПромывкаThe reaction solution having been washed with water
8. 8
   Сушкаwas dried over anhydrous magnesium sulfate
9. 9
   workup.DISTILLATIONthe solvent was distilled off from the reaction solution under reduced pressure

Методика

A mixture of 5.6 g (21.4 mmol) of 4-bromo-4′-ethylbiphenyl, 3.6 g (25.7 mmol) of 3-fluorophenyl dihydroxyborane, 4.4 g (32.2 mmol) of potassium carbonate, 0.3 g of 5%-Pd/C and 60 mL of a mixed solvent of toluene, ethanol and water (ratio: 1/1/1) was refluxed for 6 hours to obtain a reaction solution. After removing the catalyst by filtration, 50 mL of toluene was added to the reaction solution, which was then washed with water. The reaction solution having been washed with water was dried over anhydrous magnesium sulfate, and the solvent was distilled off from the reaction solution under reduced pressure to obtain 8.6 g of a residue. The residue was purified by silica gel column chromatography (eluent: heptane/toluene=4/1) to obtain 5.1 g of crude crystals of the compound (E-8). The crude crystals were dissolved in a mixed solvent of ethanol and ethyl acetate (ratio: 10/1) and recrystallized therefrom to obtain 4.5 g of purified crystals of the compound (E-8).

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