4-Aminophenol → 1-(4-hydroxyphenyl)-1H-pyrrole-2,5-dione

HRID 1247004

Reaktionsgleichung

Reaktionsgleichung von HRID 1247004
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[C:9]1(=O)[O:14][C:12](=[O:13])[CH:11]=[CH:10]1>C(O)(=O)C>[OH:8][C:5]1[CH:6]=[CH:7][C:2]([N:1]2[C:12](=[O:13])[CH:11]=[CH:10][C:9]2=[O:14])=[CH:3][CH:4]=1

Komponenten

4

Edukt 2

HCID 4034-AminophenolHCID 7923Maleic Anhydride

Produkt 1

HCID 817341-(4-hydroxyphenyl)-1H-pyrrole-2,5-dioneAusbeute 33 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

The suspension that consists of 5.0 g (45.8 mmol) of 4-aminophenol, 4.49 g of maleic acid anhydride and 40 ml of acetic acid is refluxed for 3 hours. It is concentrated by evaporation, residual acetic acid is removed azeotropically by repeated distillation with acetic acid, and the residue is purified by chromatography on fine silica gel. 2.83 g (15.0 mmol, 33%) of the title compound is isolated.

Aufarbeitung

  1. temperatureis refluxed for 3 hours
  2. concentrationIt is concentrated by evaporation, residual acetic acid
  3. customis removed azeotropically
  4. distillationdistillation with acetic acid
  5. customthe residue is purified by chromatography on fine silica gel

Quellen und Nachweise

ORD-Eintrag
ord-ac0e729cf46a477db6c37896c9c519a3
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07129254B2

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