Реакция #1904046

Уравнение реакции

toluene

4-(2-phenylindole-1-yl)phenyl boronic acid

9-(4-bromophenyl)carbazole

sodium carbonate

→

4-(2-phenylindole-1-yl)-4′-(carbazole-9-yl)biphenyl

Выход 38.6%

Растворители

ethanol

Условия реакции

Обработка

1. 1
   ТемператураThen, the mixture was refluxed
2. 2
   workup.STIRRINGwith stirring for 5 hours under nitrogen flow
3. 3
   Температураthe reaction mixture was cooled to room temperature
4. 4
   Другоеwas separated by filtration
5. 5
   ПромывкаThe crystal was washed with acetone
6. 6
   Другоеrecrystallized with a mixed solvent of toluene/ethanol
7. 7
   Другоеcrystallize with methanol

Методика

0.78 g (2.49 mmole) of 4-(2-phenylindole-1-yl)phenyl boronic acid and 0.80 g (2.48 mmole) of 9-(4-bromophenyl)carbazole were put in a 20 ml three-necked flask, and 2.5 ml of toluene, 1.5 ml of ethanol, and 2.5 ml of 2M-sodium carbonate solution were put therein, and 0.09 g (0.08 mmole) of tetrakis-(triphenylphosphine) palladium (0) was added under stirring at room temperature under nitrogen flow. Then, the mixture was refluxed with stirring for 5 hours under nitrogen flow. After the reaction was completed, the reaction mixture was cooled to room temperature and deposited crystal was separated by filtration. The crystal was washed with acetone and recrystallized with a mixed solvent of toluene/ethanol. The obtained crystal was refined by alumina column chromatography (eluent:toluene) and crystallize with methanol to give 0.49 g of a white crystal of 4-(2-phenylindole-1-yl)-4′-(carbazole-9-yl)biphenyl (Exemplary Compound No. 34)(yield: 38.6%).

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