반응 #1747844

ord-63e0eabc98a344d391807e2e96190728

반응 방정식

OB(O)c1cc2ccccc2c2ccccc12
9-phenanthreneboronic acid
Brc1cccc(I)c1
3-bromoiodobenzene
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
Brc1cccc(-c2cc3ccccc3c3ccccc23)c1
9-(3-bromophenyl)phenanthrene
수율 74.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도while being refluxed
  2. 2
    기타After the reaction
  3. 3
    건조After organic phase thereof was dried with magnesium sulfate
  4. 4
    workup.DISTILLATIONthe toluene was distilled away under reduced pressure
  5. 5
    기타was obtained with an yield of 74%

실험 절차

Under an argon gas atmosphere, 31.4 g (141 mmol) of 9-phenanthreneboronic acid, 40.0 g (141 mmol) of 3-bromoiodobenzene, 3.30 g (2.83 mmol) of tetrakis(triphenylphosphine) palladium(0), 200 mL of toluene, 50 mL of dimethoxyethane and 212 mL of 2M sodium carbonate solution were mixed, and stirred for four hours while being refluxed. After the reaction, the reaction mixture was further added with toluene, and cleansed by water. After organic phase thereof was dried with magnesium sulfate, the toluene was distilled away under reduced pressure. Residue thereof was refined by silica-gel column chromatography, such that 34.7 g of 9-(3-bromophenyl)phenanthrene was obtained with an yield of 74%.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08029697B2uspto-grants-2011_10