Acetic Anhydride → 4-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)phenyl acetate

HRID 257546

Reaktionsgleichung

Reaktionsgleichung von HRID 257546
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:15])/[CH:10]=[CH:11]\[C:12](O)=[O:13])=[CH:4][CH:3]=1.[C:16]([O-])(=[O:18])[CH3:17].[Na+].C(OC(=O)C)(=O)C>O>[C:16]([O:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:9](=[O:15])[CH:10]=[CH:11][C:12]2=[O:13])=[CH:4][CH:3]=1)(=[O:18])[CH3:17]

Komponenten

5

Edukt 3

HCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 1550903(Z)-4-((4-Hydroxyphenyl)amino)-4-oxobut-2-enoic acid

Produkt 1

HCID 2276844-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)phenyl acetateAusbeute 53 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a three-neck 1 liter reaction vessel equipped with a condenser, a teflon stirring rod and a thermometer, 97 g (0.49 moles) of N-(4-hydroxyphenyl)maleamic acid, 27.7 g (0.38 moles) of sodium acetate and 400 g of acetic anhydride are added and then heated by using silicone oil. When the reaction solution reaches 70° C. for 2 hours with stirring, the solution is poured into a large amount of distilled water and a great amount of precipitates are formed. The precipitate is taken by filtration and washed several times with distilled water to remove acetic acid, followed by recrystallization from ethanol to give the titled compound. Yield 53%. B.P. 155°-158° C.

Aufarbeitung

  1. customTo a three-neck 1 liter reaction vessel
  2. customequipped with a condenser
  3. temperatureheated
  4. customa great amount of precipitates
  5. customare formed
  6. filtrationThe precipitate is taken by filtration
  7. washwashed several times with distilled water
  8. customto remove acetic acid
  9. customfollowed by recrystallization from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-996413313eac4b079d48530336575859
Quelldatensatz
uspto-grants-1993_11
Patentnummer
US05262500

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