反应 #1747838

反应方程式

2-naphthaleneboronic acid

4-bromoiodobenzene

sodium carbonate

→

2-(4-bromophenyl) naphthalene

收率 67.0%

溶剂

toluene

toluene

反应条件

后处理

1. 1
   其他After the reaction in the mixture
2. 2
   workup.DISTILLATIONwas distilled away
3. 3
   workup.ADDITIONthe mixture was added with methanol, such that precipitated solid
4. 4
   其他was separated by filtration
5. 5
   其他By recrystallizing the obtained solid by acetic ether and methanol
6. 6
   其他subsequently drying the solid

实验过程

Under an argon gas atmosphere, 70.0 g (407 mmol) of 2-naphthaleneboronic acid, 115.1 g (407 mmol) of 4-bromoiodobenzene, 9.40 g (8.14 mmol) of tetrakis(triphenylphosphine) palladium(0), 1.2 L of toluene and 600 mL of 2M sodium carbonate solution were mixed, and stirred for 20 hours at 90 degrees C. After the reaction in the mixture was over, toluene was distilled away therefrom, and the mixture was added with methanol, such that precipitated solid was separated by filtration. By recrystallizing the obtained solid by acetic ether and methanol and subsequently drying the solid, 77.2 g of 2-(4-bromophenyl) naphthalene was obtained with an yield of 67%.

来源