반응 #2891
ord-69d90fe1ebe346e2ad0d74e44a53c346
반응 방정식
sodium chloride
n-butyllithium
3-Bromofuran
N-methoxy-N-methyl-4-methyl-5-oxazolecarboxamide
→
title compound
3-Furyl 4-Methyl-5-oxazolyl Ketone
반응 조건
온도
-70°CELSIUS
상세 조건
See reaction.notes.procedure_details.
후처리
- 1workup.WAITAfter a further 30 minutes the mixture was allowed
- 2온도to warm to room temperature
- 3추출The mixture was extracted with dichloromethane
- 4기타the material thus obtained
- 5기타was purified by flash chromatography
실험 절차
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.