Reaktion #2891

Reaktionsgleichung

sodium chloride

n-butyllithium

3-Bromofuran

N-methoxy-N-methyl-4-methyl-5-oxazolecarboxamide

→

title compound

3-Furyl 4-Methyl-5-oxazolyl Ketone

Lösungsmittel

Ethanol

diethylether

diethylether

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITAfter a further 30 minutes the mixture was allowed
2. 2
   Temperaturto warm to room temperature
3. 3
   ExtraktionThe mixture was extracted with dichloromethane
4. 4
   Sonstigethe material thus obtained
5. 5
   Sonstigewas purified by flash chromatography

Vorschrift

3-Bromofuran (2.5 g) in dry diethylether was stirred and cooled to -70° C. under an atmosphere of dry nitrogen and n-butyllithium (2.5M solution in hexane, 6.8 ml) was added dropwise. After 30 minutes, N-methoxy-N-methyl-4-methyl-5-oxazolecarboxamide (2.89 g) in dry diethylether was added dropwise. After a further 30 minutes the mixture was allowed to warm to room temperature. Ethanol (5 ml) was added followed by saturated aqueous sodium chloride. The mixture was extracted with dichloromethane and the material thus obtained was purified by flash chromatography to give the title compound. M.p. 82°-83.5° C.

Quelle