반응 #1747836

ord-d5fe4b313f8149d182fc49ff67a44bfa

반응 방정식

OB(O)c1ccc2ccccc2c1
2-naphthaleneboronic acid
Brc1cccc(I)c1
3-bromoiodobenzene
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
Brc1cccc(-c2ccc3ccccc3c2)c1
2-(3-bromophenyl) naphthalene
수율 76.0%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도while being refluxed
  2. 2
    기타After the reaction in the mixture
  3. 3
    여과filtration
  4. 4
    건조dried with magnesium sulfate, toluene
  5. 5
    workup.DISTILLATIONwas distilled away under reduced pressure
  6. 6
    기타was obtained with an yield of 76%

실험 절차

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%.

출처

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