Réaction #1747836

Équation de réaction

2-naphthaleneboronic acid

3-bromoiodobenzene

sodium carbonate

→

2-(3-bromophenyl) naphthalene

Rendement 76.0%

Solvants

toluene

Conditions de réaction

Traitement

1. 1
   Températurewhile being refluxed
2. 2
   AutreAfter the reaction in the mixture
3. 3
   Filtrationfiltration
4. 4
   Séchagedried with magnesium sulfate, toluene
5. 5
   workup.DISTILLATIONwas distilled away under reduced pressure
6. 6
   Autrewas obtained with an yield of 76%

Mode opératoire

Under an argon gas atmosphere, 243 g (1.41 mol) of 2-naphthaleneboronic acid, 400 g (1.41 mol) of 3-bromoiodobenzene, 3.27 g (28.2 mmol) of tetrakis(triphenylphosphine) palladium(0), 6.4 L of toluene and 3.2 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 303 g of 2(3-bromophenyl)naphthalene was obtained with an yield of 76%.

Source