反应 #1747846

ord-40033a146aac45bc98fc6a3a3ce6f880

反应方程式

OB(O)c1cc2ccccc2c2ccccc12
9-phenanthreneboronic acid
Brc1ccc(I)cc1
4-bromoiodobenzene
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
Brc1ccc(-c2cc3ccccc3c3ccccc23)cc1
9-(4-bromophenyl)phenanthrene
收率 72.0%

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 72%

实验过程

Under an argon gas atmosphere, 39.25 g (177 mmol) of 9-phenanthreneboronic acid, 50.0 g (177 mmol) of 4-bromoiodobenzene, 4.10 g (3.54 mmol) of tetrakis(triphenylphosphine) palladium(0), 400 mL of toluene and 265 mL 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 42.6 g of 9-(4-bromophenyl)phenanthrene was obtained with an yield of 72%.

来源

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