Reaktion #465943

ord-694eee9d0e7a4157bdeed6c3d21fc6bc

Reaktionsgleichung

Cc1ccc(N(c2ccccc2)c2ccc(C)c(C)c2)cc1C
[N,N-bis(3,4-dimethylphenyl)amino]benzene
CN(C)C=O
DMF
O=P(Cl)(Cl)Cl
phosphorus oxychloride
Cc1ccc(N(c2ccc(C=O)cc2)c2ccc(C)c(C)c2)cc1C
4-[N,N-bis(3,4-dimethylphenyl)amino]benzaldehyde
Ausbeute 79.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
95°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONAfter the addition
  2. 2
    Sonstigereaction for 5 hours
  3. 3
    SonstigeThe reaction solution obtained
  4. 4
    workup.STIRRINGby stirring for 1 hour
  5. 5
    FiltrationThereafter, the precipitate was collected by filtration
  6. 6
    Waschenwashed with a mixture of ethanol/water (1:1)

Vorschrift

Into a three-necked flask, 124.6 g of [N,N-bis(3,4-dimethylphenyl)amino]benzene and 35.5 ml of DMF were placed, and 84.4 ml of phosphorus oxychloride was added dropwise thereto with stirring while cooling with ice water. After the addition was completed, the mixture solution was heated to 95° C. to carry out reaction for 5 hours. The reaction solution obtained was poured into 4 liters of warm water, followed by stirring for 1 hour. Thereafter, the precipitate was collected by filtration, and washed with a mixture of ethanol/water (1:1) to obtain 4-[N,N-bis(3,4-dimethylphenyl)amino]benzaldehyde in an amount of 107.6 g (yield: 79.0%).

Quelle

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