Реакция #2320133

Уравнение реакции

4-bromophenylboronic acid

2-bromo-5-methylpyridine

potassium carbonate

1,2-dimethoxyethane

→

2-(4-bromophenyl)-5-methylpyridine

Выход 91.9%

Растворители

water

ethyl acetate

water

Условия реакции

Обработка

1. 1
   ТемператураThe mixture was heated
2. 2
   Температураto reflux under nitrogen atmosphere for 18 hours
3. 3
   ТемператураAfter the reaction was cooled down
4. 4
   ДругоеThe mixture was separated in a separatory funnel
5. 5
   ДругоеThe organic phases were collected
6. 6
   Другоеevaporated
7. 7
   workup.DISTILLATIONThe mixture was distilled

Методика

To a 500 mL round bottom flask, 4-bromophenylboronic acid (25.0 g, 0.125), 2-bromo-5-methylpyridine (20.0 g, 0.114 mol), palladium(0)tetrakistriphenylphosphine (4.0 g, 0.0035 mol), potassium carbonate (47.0 g, 0.34 mol.), 1,2-dimethoxyethane (120 mL) and water (120 mL.) were added. The mixture was heated to reflux under nitrogen atmosphere for 18 hours. After the reaction was cooled down, 100 mL of water and 150 mL of ethyl acetate were added. The mixture was separated in a separatory funnel. The organic phases were collected, combined and evaporated. The mixture was distilled using a kugelrohred (spelling?) to obtain 2-(4-bromophenyl)-5-methylpyridine (26.0 g) as a white solid that was further purified by recrystallization in hexanes.

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