反応 #1747838

反応方程式

2-naphthaleneboronic acid

4-bromoiodobenzene

sodium carbonate

→

2-(4-bromophenyl) naphthalene

収率 67.0%

溶媒

toluene

toluene

反応条件

後処理

1. 1
   その他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
   その他was separated by filtration
5. 5
   その他By recrystallizing the obtained solid by acetic ether and methanol
6. 6
   その他subsequently drying the solid

実験手順

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%.

出典