Reaktion #2901

ord-c3b3ce4ed08846c8b1f2907496e08f51

Reaktionsgleichung

CCO
ethanol
Cc1nc(-c2ccoc2)oc1C(=O)c1oc(-c2ccoc2)nc1C
3-Furyl-4-methyl-5-oxazolyl ketone
[Li][CH3]
methyllithium
[Cl-].[Na+]
sodium chloride
Cc1ncoc1C(C)(O)c1ccoc1
1-(3-furyl)-1-(4-methyl-5-oxazolyl)ethanol

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionextracted with dichloromethane
  2. 2
    SonstigeChromatography and crystallisation

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05731335uspto-grants-1998_03