Hydrochloric Acid → HCID 21474314, Verbindung

HRID 2294256Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2294256
Cl.C([O:9][C:10]1[C:15](=[O:16])[CH:14]=[CH:13][N:12]([CH2:17][CH2:18][OH:19])[C:11]=1[CH:20]([OH:28])[C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=1)C1C=CC=CC=1.[OH-].[Na+]>C(OCC)(=O)C>[Cl:27][C:24]1[CH:23]=[CH:22][C:21]([CH:20]([OH:28])[C:11]2[N:12]([CH2:17][CH2:18][OH:19])[CH:13]=[CH:14][C:15](=[O:16])[C:10]=2[OH:9])=[CH:26][CH:25]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21474316HCID 21474316, Verbindung

Produkt 1

HCID 21474314HCID 21474314, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

26 ml of 37% conc. HCl are poured over 2.65 g of 3-benzyloxy-1-(2-hydroxy-ethyl)-2-[hydroxy-(4-chloro-phenyl)-methyl]-1H-pyridin-4-one and the reaction mixture is heated with stirring at 110° C. for 10 minutes. After cooling, 100 g of ice are added. With stirring and cooling in an ice-bath, the reaction mixture is neutralised with approximately 22 ml of conc. sodium hydroxide solution to a pH of 6.5. 50 ml of ethyl acetate are added and stirring is carried out at room temperature for 4 hours. The resulting product is filtered off and washed with water and ethyl acetate, yielding 2-[(4-chloro-phenyl)-hydroxy-methyl]-3-hydroxy-1-(2-hydroxy-ethyl)-1H-pyridin-4-one. M.p.: 184°-186° C.

Aufarbeitung

  1. temperaturethe reaction mixture is heated
  2. temperatureAfter cooling
  3. stirringWith stirring
  4. temperaturecooling in an ice-bath
  5. stirringstirring
  6. waitis carried out at room temperature for 4 hours
  7. filtrationThe resulting product is filtered off
  8. washwashed with water and ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-db60e6069a334ab1afc2e65e578aa3a8
Quelldatensatz
uspto-grants-1997_11
Patentnummer
US05688815

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