Ammonia → 5-(Benzyloxy)-2-(hydroxymethyl)-1,4-dihydropyridin-4-one

HRID 1820671

Reaktionsgleichung

Reaktionsgleichung von HRID 1820671
[CH2:1]([O:8][C:9]1[C:10](=[O:17])[CH:11]=[C:12]([CH2:15][OH:16])O[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1C(=O)C(O)=COC=1CO.COC1C(OC(C(O)C2C=CC(O)=C(OC)C=2)CO)=CC=CC=1.[NH3:51]>C(O)C>[CH2:1]([O:8][C:9]1[C:10](=[O:17])[CH:11]=[C:12]([CH2:15][OH:16])[NH:51][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 222AmmoniaHCID 3840Kojic AcidHCID 9015985-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-oneHCID 6424189Guaiacylglycerol-beta-guaiacyl ether

Produkt 1

HCID 28015645-(Benzyloxy)-2-(hydroxymethyl)-1,4-dihydropyridin-4-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 5-benzyloxy-2-hydroxymethyl-4-pyrone (prepared from Kojic acid by the method of D. Erol, J. Med. Chem., 1994, 29, 893) (9.7 g, 40 mmol), concentrated aqueous (880) ammonia (100 mL), and ethanol (20 mL) was heated to reflux overnight. The mixture was allowed to cool to room temperature then filtered. The resultant solid was washed with ether and dried in vacuo (5.9 g); MS (APCI+) m/z 232 (MH+).

Aufarbeitung

  1. temperatureto reflux overnight
  2. filtrationthen filtered
  3. washThe resultant solid was washed with ether
  4. customdried in vacuo (5.9 g)

Quellen und Nachweise

ORD-Eintrag
ord-4a33affb45054d03a1ddac0a88762632
Quelldatensatz
uspto-grants-2009_10
Patentnummer
US07605169B2

Verknüpfte Notizen

Wird geladen…