反応 #701178

反応方程式

n-Butyl-isobutyramide

n-butyl lithium

4-methyl-2-methylsulphinyloxazole

water

→

title compound

収率 78.0%

2-(N-n-Butyl-2-methylpropanamido)-4-methyloxazole

収率 78.0%

溶媒

THF

THF

反応条件

後処理

1. 1
   温度to warm to 0° C
2. 2
   workup.STIRRINGIt was stirred at this temperature for 11/2 hours
3. 3
   温度to warm to room temperature
4. 4
   workup.STIRRINGstirred for a further 1/2 hour
5. 5
   その他the solvent was evaporated under reduced pressure
6. 6
   抽出The residue was extracted with diethyl ether
7. 7
   その他the extract was evaporated
8. 8
   その他The resulting oil was chromatographed on silica
9. 9
   workup.DISTILLATIONThe compound was distilled in vacuo

実験手順

n-Butyl-isobutyramide (0.99 g, 0.0069 m) in dry THF (10 ml) was cooled to -20° C. under nitrogen during the dropwise addition of a 1.445 M solution of n-butyl lithium (4.8 ml, 0.0069 m). The mixture was stirred for 20 minutes at -20° C. and then 4-methyl-2-methylsulphinyloxazole (1.0 g, 0.0068 m) in dry THF (10 ml) was added rapidly and the mixture allowed to warm to 0° C. It was stirred at this temperature for 11/2 hours then allowed to warm to room temperature and stirred for a further 1/2 hour. The mixture was hydrolysed with water and the solvent was evaporated under reduced pressure. The residue was extracted with diethyl ether and the extract was evaporated. The resulting oil was chromatographed on silica using ether/hexane. The compound was distilled in vacuo to give the title compound as a colourless oil 1.21 g, (78%), b.p. (airbath) 70° C. at 0.01 mm.

出典