Acetic Acid → 3-Acetyl-4-hydroxy-2H-chromen-2-one

HRID 443598

Reaktionsgleichung

Reaktionsgleichung von HRID 443598
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[O:5][C:4](=[O:12])[CH:3]=1.P(Cl)(Cl)(Cl)=O.[C:18](O)(=[O:20])[CH3:19]>>[C:18]([C:3]1[C:4](=[O:12])[O:5][C:6]2[C:11]([C:2]=1[OH:1])=[CH:10][CH:9]=[CH:8][CH:7]=2)(=[O:20])[CH3:19]

Komponenten

4

Edukt 3

HCID 176Acetic AcidHCID 24813Phosphorus oxychlorideHCID 546829304-Hydroxycoumarin

Produkt 1

HCID 546774033-Acetyl-4-hydroxy-2H-chromen-2-one

Versuchsvorschrift

120 g of 4-hydroxycoumarin in 600 ml of glacial acetic acid are heated to the boil and 380 ml of phosphorus oxychloride are added dropwise in the course of 60 minutes at the boil. The reaction mixture is heated to the boil under reflux for a further 30 minutes and is cooled and discharged into 4 l of ice-water. The crystalline residue is filtered off, washed with water and dried in vacuo at 50° C. 127 g of 3-acetyl-4-hydroxycoumarin are obtained.

Aufarbeitung

  1. additionare added dropwise in the course of 60 minutes at the boil
  2. temperatureThe reaction mixture is heated to the boil
  3. temperatureunder reflux for a further 30 minutes
  4. temperatureis cooled
  5. filtrationThe crystalline residue is filtered off
  6. washwashed with water
  7. customdried in vacuo at 50° C

Quellen und Nachweise

ORD-Eintrag
ord-6e22ab87910c496b943fd3dbf46dcd95
Quelldatensatz
uspto-grants-1981_04
Patentnummer
US04260776

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