Kojic Acid → 5-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one

HRID 234149

Reaktionsgleichung

Reaktionsgleichung von HRID 234149
[CH:1]1[C:6](=[O:7])[C:5]([OH:8])=[CH:4][O:3][C:2]=1[CH2:9][OH:10].C(=O)([O-])[O-].[K+].[K+].[CH2:17](Cl)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CN(C=O)C>[CH2:17]([O:8][C:5]1[C:6](=[O:7])[CH:1]=[C:2]([CH2:9][OH:10])[O:3][CH:4]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Komponenten

5

Edukt 3

HCID 3840Kojic AcidHCID 7503Benzyl ChlorideHCID 11430Potassium Carbonate

Produkt 1

HCID 9015985-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-oneAusbeute 75,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To the solution of kojic acid (28 g) in DMF (200 ml) was added potassium carbonate (32 g), and the mixture was stirred at room temperature for 30 minutes. After benzyl chloride (25 g) was added, the mixture was further stirred for 60 minutes. The solvent was evaporated. The residue was then extracted with ethyl acetate, washed with water and dried. After the solvent was evaporated, the residue was crystallized from ethyl acetate to give 5-benzyloxy-2-hydroxymethyl-4-oxo-4H-pyran (34.6 g).

Aufarbeitung

  1. stirringthe mixture was further stirred for 60 minutes
  2. customThe solvent was evaporated
  3. extractionThe residue was then extracted with ethyl acetate
  4. washwashed with water
  5. customdried
  6. customAfter the solvent was evaporated
  7. customthe residue was crystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-e50df54098a84e479a9dd6dc06e6abaf
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05594004

Verknüpfte Notizen

Wird geladen…