반응 #1747838

반응 방정식

2-naphthaleneboronic acid

4-bromoiodobenzene

sodium carbonate

→

2-(4-bromophenyl) naphthalene

수율 67.0%

용매

toluene

toluene

반응 조건

후처리

1. 1
   기타After 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
   기타was separated by filtration
5. 5
   기타By recrystallizing the obtained solid by acetic ether and methanol
6. 6
   기타subsequently drying the solid

실험 절차

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%.

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