Reaktion #53075

ord-9462538d776349bebad5c84c86b36c45

Reaktionsgleichung

CC(=O)N1C(=O)Cc2cc([N+](=O)[O-])ccc21
1-acetyl-5-nitro-2-indolinone
COC(OC)(OC)c1ccccc1
trimethyl orthobenzoate
→
COC(=C1C(=O)N(C(C)=O)c2ccc([N+](=O)[O-])cc21)c1ccccc1
1-acetyl-3-(1-methoxy-1-phenyl-methylidene)-5-nitro-2-indo-linone

Edukte

CC(=O)N1C(=O)Cc2cc([N+](=O)[O-])ccc21
1-acetyl-5-nitro-2-indolinone
COC(OC)(OC)c1ccccc1
trimethyl orthobenzoate

Reagenzien

Keine

Lösungsmittel

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

Reaktionsbedingungen

Temperatur
100°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturAfter cooling it
  2. 2
    Sonstigeis evaporated down to half the quantity
  3. 3
    workup.ADDITIONdiluted with ether/petroleum ether
  4. 4
    Filtrationfiltered
  5. 5
    Sonstigedried

Vorschrift

30.0 g (0.137 mol) of 1-acetyl-5-nitro-2-indolinone are dissolved in 200 ml of acetic anhydride and after the addition of 50.0 g (0.274 mol) of trimethyl orthobenzoate stirred for 3 hours at 100° C. After cooling it is evaporated down to half the quantity, diluted with ether/petroleum ether, the precipitate is suction filtered and dried.

Quelle

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