Реакция #91662

Уравнение реакции

sodium carbonate

3-Bromophenol

pyridin-3-ylboronic acid

→

3-(pyridin-3-yl)phenol

Выход 78.8%

Растворители

dimethoxyethane water

Условия реакции

Обработка

1. 1
   ДругоеAfter the completion of the reaction
2. 2
   Фильтрацияthe reaction mixture was filtered
3. 3
   workup.ADDITIONThe filtrate was added with water
4. 4
   Экстракцияextracted with ethyl acetate
5. 5
   СушкаThe obtained organic layer was dried over magnesium sulfate
6. 6
   Другоеpurified by column chromatography (hexane:ethyl acetate=9:1)

Методика

3-Bromophenol (500 mg, 2.86 mmol) and pyridin-3-ylboronic acid (422 mg, 3.76 mmol) were dissolved in dimethoxyethane/water=5 mL/2.5 mL. Pd(dppf)Cl2 (118 mg, 0.14 mmol) and sodium carbonate (919 mg, 8.67 mmol) were added thereto, followed by stirring in microwave at 120° C. for 20 minutes. After the completion of the reaction, the reaction mixture was filtered using Celite. The filtrate was added with water, and extracted with ethyl acetate. The obtained organic layer was dried over magnesium sulfate, and purified by column chromatography (hexane:ethyl acetate=9:1) to obtain 3-(pyridin-3-yl)phenol (386 mg, 78%).

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