反応 #2439928

反応方程式

4-bromo-4′-ethylbiphenyl

3-fluorophenyl dihydroxyborane

potassium carbonate

toluene

→

residue

収率 145.4%

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

収率 145.4%

溶媒

water

ethanol

反応条件

後処理

1. 1
   温度was refluxed for 6 hours
2. 2
   その他to obtain a reaction solution
3. 3
   その他After removing the catalyst
4. 4
   ろ過by filtration, 50 mL of toluene
5. 5
   workup.ADDITIONwas added to the reaction solution, which
6. 6
   洗浄was then washed with water
7. 7
   洗浄The reaction solution having been washed with water
8. 8
   乾燥was dried over anhydrous magnesium sulfate
9. 9
   workup.DISTILLATIONthe solvent was distilled off from the reaction solution under reduced pressure

実験手順

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).

出典