Ethanol → 1-(3-Furyl)-1-(4-methyl-5-oxazolyl)ethanol

HRID 2805

Reaktionsgleichung

Reaktionsgleichung von HRID 2805
O1C=CC(C2O[C:8]([C:12]([C:14]3[O:18][C:17](C4C=COC=4)=[N:16][C:15]=3[CH3:24])=[O:13])=[C:9]([CH3:11])N=2)=C1.[CH3:25][Li].[CH2:27]([OH:29])C.[Cl-].[Na+]>C(OCC)C>[O:29]1[CH:11]=[CH:9][C:8]([C:12]([C:14]2[O:18][CH:17]=[N:16][C:15]=2[CH3:24])([OH:13])[CH3:25])=[CH:27]1

Komponenten

6

Edukt 4

HCID 702EthanolHCID 5234Sodium ChlorideHCID 541705673-Furyl-4-methyl-5-oxazolyl ketoneHCID 178418348HCID 178418348, Verbindung

Produkt 1

HCID 97941531-(3-Furyl)-1-(4-methyl-5-oxazolyl)ethanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

3-Furyl-4-methyl-5-oxazolyl ketone (1 g) in dry diethylether (15 ml) at -70° C. under a nitrogen atmosphere was treated dropwise with methyllithium (1.5M solution in diethylether, 4.1 ml). After 45 minutes the reaction mixture was allowed to warm to room temperature and ethanol (2 ml) was added. The mixture was poured into saturated aqueous sodium chloride and extracted with dichloromethane. Chromatography and crystallisation then gave 1-(3-furyl)-1-(4-methyl-5-oxazolyl)ethanol identical to the material obtained in (a) above.

Aufarbeitung

  1. extractionextracted with dichloromethane
  2. customChromatography and crystallisation

Quellen und Nachweise

ORD-Eintrag
ord-c3b3ce4ed08846c8b1f2907496e08f51
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05731335

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