반응 #1132482

반응 방정식

phenylboronic acid

2,6-dibromonaphthalene

dimethoxyethane

sodium carbonate

→

2-bromo-6-phenylnaphthalene

수율 36.0%

용매

water

toluene

반응 조건

후처리

1. 1
   세척After organic phase thereof was washed by water
2. 2
   건조dried with magnesium sulfate
3. 3
   workup.DISTILLATIONthe toluene was distilled away under reduced pressure
4. 4
   기타recrystallized with hexane such that 108 g of 2-bromo-6-phenylnaphthalene
5. 5
   기타was obtained at an yield of 36%

실험 절차

Under an argon gas atmosphere, 128.0 g (1.049 mol) of phenylboronic acid, 300.0 g (1.163 mol) of 2,6-dibromonaphthalene, 24.2 g (21.0 mmol) of tetrakis(triphenylphosphine)palladium(0), 4.3 L of dimethoxyethane and 1.60 L of aqueous solution of 2M sodium carbonate were added together, and stirred at 78 degrees C. for 24 hours. The reaction mixture was added with toluene and water, and aqueous phase thereof was eliminated. After organic phase thereof was washed by water and dried with magnesium sulfate, the toluene was distilled away under reduced pressure. Residue thereof was refined by silica-gel column chromatography and recrystallized with hexane such that 108 g of 2-bromo-6-phenylnaphthalene was obtained at an yield of 36%.

출처