Реакция #1747836

Уравнение реакции

2-naphthaleneboronic acid

3-bromoiodobenzene

sodium carbonate

→

2-(3-bromophenyl) naphthalene

Выход 76.0%

Растворители

toluene

Условия реакции

Обработка

1. 1
   Температураwhile being refluxed
2. 2
   ДругоеAfter the reaction in the mixture
3. 3
   Фильтрацияfiltration
4. 4
   Сушкаdried with magnesium sulfate, toluene
5. 5
   workup.DISTILLATIONwas distilled away under reduced pressure
6. 6
   Другоеwas obtained with an yield of 76%

Методика

Under an argon gas atmosphere, 243 g (1.41 mol) of 2-naphthaleneboronic acid, 400 g (1.41 mol) of 3-bromoiodobenzene, 3.27 g (28.2 mmol) of tetrakis(triphenylphosphine) palladium(0), 6.4 L of toluene and 3.2 L of 2M sodium carbonate solution were mixed, and stirred for 24 hours while being refluxed. After the reaction in the mixture was over, the mixture experienced filtration, through which aqueous phase thereof was eliminated. After organic phase thereof was cleansed by water and dried with magnesium sulfate, toluene was distilled away under reduced pressure. Residue thereof was refined by silica-gel column chromatography, such that 303 g of 2(3-bromophenyl)naphthalene was obtained with an yield of 76%.

Источник