Реакция #357918

Уравнение реакции

9-bromo-10-triphenysilyl anthracene

2-naphthylboronic acid

K2CO3

→

Compound 2

9-(2-naphthyl)-10-triphenysilyl anthracene

Растворители

ethylene glycol dimethyl ether

water

Условия реакции

Обработка

1. 1
   Температураthe mixture refluxed under N2 for 16 hours
2. 2
   ТемператураThe reaction mixture was cooled
3. 3
   Экстракцияthe water extracted with acetyl acetate three times
4. 4
   ПромывкаThe combined organic phase was washed with portions of brine
5. 5
   СушкаThe organic layer was then dried with MgSO4
6. 6
   Фильтрацияfiltered
7. 7
   Другоеevaporated of solvent
8. 8
   ДругоеThe crude material was purified by column chromatography (n-hexane/acetyl acetate=10/1)

Методика

9-bromo-10-triphenysilyl anthracene (4 g, 7.8 mmol), 2-naphthylboronic acid (1.6 g, 9.4 mmol) and K2CO3 (1.5 g,15.6 mmol) were dissolved in the solvent mixture of 50 mL ethylene glycol dimethyl ether and 75 mL water. The stirred solution was added tetrakis (triphenylphosphine) palladium (0) and the mixture refluxed under N2 for 16 hours. The reaction mixture was cooled and the water extracted with acetyl acetate three times. The combined organic phase was washed with portions of brine. The organic layer was then dried with MgSO4, filtered, and evaporated of solvent. The crude material was purified by column chromatography (n-hexane/acetyl acetate=10/1) to give 9-(2-naphthyl)-10-triphenysilyl anthracene (Compound 2), the reaction was following:

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