反応 #1747842

反応方程式

1-naphthaleneboronic acid

4-bromoiodobenzene

sodium carbonate

→

1-(4-bromophenyl) naphthalene

収率 81.0%

溶媒

toluene

反応条件

後処理

1. 1
   その他After the reaction in the mixture
2. 2
   ろ過filtration
3. 3
   乾燥dried with magnesium sulfate, toluene
4. 4
   workup.DISTILLATIONwas distilled away under reduced pressure
5. 5
   その他was obtained with an yield of 81%

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 4-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 at 90 degrees C. 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 268 g of 1-(4-bromophenyl)naphthalene was obtained with an yield of 81%.

出典