7-Benzyloxy-6-methoxy-4-phenoxyquinazoline → 7-Hydroxy-6-methoxy-4-phenoxyquinazoline

HRID 453983Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 453983
C([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([O:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[N:14][CH:15]=[N:16]2)=[CH:11][C:10]=1[O:26][CH3:27])C1C=CC=CC=1>C(O)(C(F)(F)F)=O>[OH:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([O:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[N:14][CH:15]=[N:16]2)=[CH:11][C:10]=1[O:26][CH3:27]

Komponenten

3

Edukt 1

HCID 218748147-Benzyloxy-6-methoxy-4-phenoxyquinazoline

Produkt 1

HCID 1354961377-Hydroxy-6-methoxy-4-phenoxyquinazolineAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

7-Benzyloxy-6-methoxy-4-phenoxyquinazoline (36.95 g, 105.5 mmol) was suspended in TFA (420 ml) and heated at reflux for 3 hours. The reaction mixture was allowed to cool and evaporated under vacuum. The residue was stirred mechanically in water then basified with saturated aqueous sodium hydrogen carbonate solution and stirred overnight. The water was decanted and the solid suspended in acetone. After stirring the white solid was collected by filtration, washed with acetone and dried to give 7-hydroxy-6-methoxy-4-phenoxyquinazoline (26.61 g, 96%).

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux for 3 hours
  3. temperatureto cool
  4. customevaporated under vacuum
  5. stirringstirred overnight
  6. customThe water was decanted
  7. stirringAfter stirring the white solid
  8. filtrationwas collected by filtration
  9. washwashed with acetone
  10. customdried

Quellen und Nachweise

ORD-Eintrag
ord-3b2faee5f001413abb79fc6904f74e69
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08492560B2

Notizen zur Reaktion

Wird geladen…