反応 #2891

反応方程式

sodium chloride

n-butyllithium

3-Bromofuran

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

→

title compound

3-Furyl 4-Methyl-5-oxazolyl Ketone

溶媒

Ethanol

diethylether

diethylether

反応条件

後処理

1. 1
   workup.WAITAfter a further 30 minutes the mixture was allowed
2. 2
   温度to warm to room temperature
3. 3
   抽出The mixture was extracted with dichloromethane
4. 4
   その他the material thus obtained
5. 5
   その他was purified by flash chromatography

実験手順

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.

出典