反応 #2016150

ord-b05e134d621c4048906f8102304dc317

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.ADDITIONwas dropped in the reaction solution at the room temperature
  2. 2
    workup.STIRRINGthe solution was further stirred for 1 hour
  3. 3
    洗浄An organic layer of the reaction mixture was washed with aqueous sodium hydroxide (2.0 mol/L) and saturated saline
  4. 4
    乾燥dried with magnesium sulfate
  5. 5
    ろ過This mixture was filtrated naturally
  6. 6
    その他condensed
  7. 7
    その他to obtain a solid
  8. 8
    ろ過the solution was subjected to suction filtration through Florisil, celite
  9. 9
    濃縮The filtrate was concentrated
  10. 10
    その他to obtain a solid
  11. 11
    その他the solid was recrystallized with a mixture solution of dichloromethane and hexane, whereby 27.8 g of a light yellow powdery solid
  12. 12
    その他was obtained with the yield of 85%

実験手順

25.0 g (98.3 mmol) of 9-phenylanthracene was put into a 1-L three-neck flask, and 300 mL of carbon tetrachloride was added thereto. A solution in which 15.6 g (98.3 mmol) of bromine was dissolved in 40 mL of carbon tetrachloride was dropped in the reaction solution at the room temperature. After the dropping, the reaction solution was stirred at the room temperature for 1 hour. Thereafter, the reaction is completed by adding a sodium thiosulfate aqueous solution, and the solution was further stirred for 1 hour. An organic layer of the reaction mixture was washed with aqueous sodium hydroxide (2.0 mol/L) and saturated saline and dried with magnesium sulfate. This mixture was filtrated naturally, and the filtrate was condensed to obtain a solid. The solid was dissolved in toluene, and the solution was subjected to suction filtration through Florisil, celite, and then alumina. The filtrate was concentrated to obtain a solid, and the solid was recrystallized with a mixture solution of dichloromethane and hexane, whereby 27.8 g of a light yellow powdery solid that was a target matter was obtained with the yield of 85%.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08183793B2uspto-grants-2012_05