反应 #1747842

ord-d88240d1a2d548bc90f332767cbaf84d

反应方程式

OB(O)c1cccc2ccccc12
1-naphthaleneboronic acid
Brc1ccc(I)cc1
4-bromoiodobenzene
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
Brc1ccc(-c2cccc3ccccc23)cc1
1-(4-bromophenyl) naphthalene
收率 81.0%

溶剂

反应条件

温度
90°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

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

实验过程

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%.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08029697B2uspto-grants-2011_10