Reacción #2891

Ecuación de reacción

sodium chloride

n-butyllithium

3-Bromofuran

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

→

title compound

3-Furyl 4-Methyl-5-oxazolyl Ketone

Disolventes

Ethanol

diethylether

diethylether

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITAfter a further 30 minutes the mixture was allowed
2. 2
   Temperaturato warm to room temperature
3. 3
   ExtracciónThe mixture was extracted with dichloromethane
4. 4
   Otrothe material thus obtained
5. 5
   Otrowas purified by flash chromatography

Procedimiento

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.

Fuente