Reaktion #465948

ord-11207b0ea3704e8ba58a1b40706a1ef4

Reaktionsgleichung

c1ccc(Nc2ccccc2)cc1
diphenylamine
Cc1ccc(I)cc1
p-iodotoluene
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
Cc1ccc(N(c2ccccc2)c2ccccc2)cc1
4-methyltriphenylamine
Ausbeute 81.4%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe mixture was heated
  2. 2
    Temperaturrefluxed
  3. 3
    Filtrationthe reaction solution was filtered
  4. 4
    WaschenThe filtrate was successively washed with an aqueous 3 to 5% sodium thiosulfate solution and saturated brine
  5. 5
    TrocknenThe organic layer was dried with anhydrous sodium sulfate
  6. 6
    Sonstigethe solvent was removed
  7. 7
    SonstigeThe resulting crude reaction product
  8. 8
    Sonstigewas recrystallized from ethanol

Vorschrift

To 30 ml of o-dichlorobenzene, 4.5 g (27 mmol) of diphenylamine, 11.0 g (51 mmol) of p-iodotoluene, 5.5 g (40 mmol) of anhydrous sodium carbonate and 1.1 g of copper powder were added. The mixture was heated and refluxed with stirring for 7 hours. After the reaction was completed, the reaction solution was filtered. The filtrate was successively washed with an aqueous 3 to 5% sodium thiosulfate solution and saturated brine. The organic layer was dried with anhydrous sodium sulfate, and thereafter the solvent was removed. The resulting crude reaction product was recrystallized from ethanol to obtain 4-methyltriphenylamine in an amount of 5.7 g (yield: 81.4%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06296978B1uspto-grants-2001_10