反应 #1747840

ord-f7d5092255b5474f95271f0c0366fdf7

反应方程式

OB(O)c1cccc2ccccc12
1-naphthaleneboronic acid
Brc1cccc(I)c1
3-bromoiodobenzene
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
Brc1cccc(-c2cccc3ccccc23)c1
1-(3-bromophenyl) naphthalene
收率 76.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度while being refluxed
  2. 2
    其他After the reaction in the mixture
  3. 3
    过滤filtration
  4. 4
    干燥dried with magnesium sulfate, toluene
  5. 5
    workup.DISTILLATIONwas distilled away under reduced pressure
  6. 6
    其他was obtained with an yield of 76%

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 3-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 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 250 g of 1-(3-bromophenyl)naphthalene was obtained with an yield of 76%.

来源

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