Reaktion #2893

Reaktionsgleichung

N-Methoxy-N-methyl-4-methyl-5-oxazolecarboxamide

ethylmagnesium bromide

sodium hydrogen carbonate

→

4-Methyl-5-propionyloxazole

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe organic layer was separated
2. 2
   Extraktionthe aqueous layer was extracted with diethylether
3. 3
   SonstigeThe material thus obtained
4. 4
   Sonstigewas purified by flash chromatography
5. 5
   Sonstigeto yield a pale yellow liquid which
6. 6
   Temperaturon cooling

Vorschrift

N-Methoxy-N-methyl-4-methyl-5-oxazolecarboxamide (5 g) in dry tetrahydrofuran at -40° C. was stirred under a nitrogen atmosphere and ethylmagnesium bromide (1M solution in tetrahydrofuran, 35 ml) was added dropwise. After 30 minutes the mixture was allowed to warm to room temperature and then stirred for a further 1 hour. Aqueous sodium hydrogen carbonate was added, the organic layer was separated and the aqueous layer was extracted with diethylether. The material thus obtained was purified by flash chromatography to yield a pale yellow liquid which solidified on cooling.

Quelle