反応 #1747840

反応方程式

1-naphthaleneboronic acid

3-bromoiodobenzene

sodium carbonate

→

1-(3-bromophenyl) naphthalene

収率 76.0%

溶媒

toluene

反応条件

後処理

1. 1
   温度while being refluxed
2. 2
   その他After the reaction in the mixture
3. 3
   ろ過filtration
4. 4
   乾燥dried with magnesium sulfate, toluene
5. 5
   workup.DISTILLATIONwas distilled away under reduced pressure
6. 6
   その他was obtained with an yield of 76%

実験手順

Under an argon gas atmosphere, 200.0 g (1.163 mol) of 1-naphthaleneboronic acid, 329.0 g (1.163 mol) of 3-bromoiodobenzene, 26.9 g (23.3 mmol) of tetrakis(triphenylphosphine) palladium(0), 3.7 L of toluene and 1.74 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 250 g of 1-(3-bromophenyl)naphthalene was obtained with an yield of 76%.

出典