2'-Hydroxyacetophenone → 3-Formylchromone

HRID 26658

Reaktionsgleichung

Reaktionsgleichung von HRID 26658
[C:1](=[O:3])=O.[CH3:4]C(C)=O.[OH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15](=[O:17])[CH3:16]>CN(C)C=O>[O:17]=[C:15]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[O:8][CH:4]=[C:16]1[CH:1]=[O:3]

Komponenten

4

Edukt 2

HCID 83752'-HydroxyacetophenoneHCID 18522661Acetone cardice

Produkt 1

HCID 871123-Formylchromone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

In 80 volume parts of dimethylformamide are dissolved 25 parts of orthohydroxyacetophenone and, while the solution is externally cooled to about -20° C. with dry ice-acetone, 80 volume parts of tetrachloropyrophosphoric acid are added dropwise to the solution. The resulting mixture is stirred at room temperature for 13 hours. Then, the reaction mixture is poured into ice water and the resulting crystals are recovered by filtration, washed with water and ethanol and finally recrystallized from acetone. The procedure yields of 4-oxo-4H-1-benzopyran-3-carboxaldehyde as colorless crystals melting at 152°-153° C.

Aufarbeitung

  1. additionare added dropwise to the solution
  2. filtrationthe resulting crystals are recovered by filtration
  3. washwashed with water and ethanol
  4. customfinally recrystallized from acetone

Quellen und Nachweise

ORD-Eintrag
ord-96922e08165340108b55feb1592c051d
Quelldatensatz
uspto-grants-1979_04
Patentnummer
US04151180

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