Reaktion #53003

ord-9cad90a0f5794d64b7d4ec75067742a0

Reaktionsgleichung

CC(=O)N1C(=O)Cc2ccccc21
1-acetyl-2-indolinone
CCOC(OCC)(OCC)c1ccccc1
triethyl orthobenzoate
→
CCOC(=C1C(=O)N(C(C)=O)c2ccccc21)c1ccccc1
1-acetyl-3-(1-ethoxy-1-phenyl-methylidene)-2-indolinone

Edukte

CC(=O)N1C(=O)Cc2ccccc21
1-acetyl-2-indolinone
CCOC(OCC)(OCC)c1ccccc1
triethyl orthobenzoate

Reagenzien

Keine

Lösungsmittel

CC(=O)OC(C)=O
acetic anhydride

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturis refluxed for 22 hours
  2. 2
    workup.DISTILLATIONThe solvent is distilled off
  3. 3
    workup.ADDITIONthe residue diluted with petroleum ether
  4. 4
    Filtrationfiltered
  5. 5
    Waschenwashed
  6. 6
    Sonstigedried

Vorschrift

35.0 g (0.2 mol) of 1-acetyl-2-indolinone are dissolved in 300 ml of acetic anhydride and after the addition of 135 g (0.6 mol) of triethyl orthobenzoate the mixture is refluxed for 22 hours. The solvent is distilled off and the residue diluted with petroleum ether. After 18 hours' standing at ambient temperature, the crystalline precipitate is suction filtered, washed and dried.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06855710B2uspto-grants-2005_02