Реакция #2891

Уравнение реакции

sodium chloride

n-butyllithium

3-Bromofuran

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

→

title compound

3-Furyl 4-Methyl-5-oxazolyl Ketone

Растворители

Ethanol

diethylether

diethylether

Условия реакции

Обработка

1. 1
   workup.WAITAfter a further 30 minutes the mixture was allowed
2. 2
   Температураto warm to room temperature
3. 3
   ЭкстракцияThe mixture was extracted with dichloromethane
4. 4
   Другоеthe material thus obtained
5. 5
   Другоеwas purified by flash chromatography

Методика

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.

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