반응 #66584

반응 방정식

Ethyl acetate

2-bromoethanol

3-[N-(t-butoxycarbonyl)amino]benzaldehyde

sodium hydride

→

3-(2-oxo-oxazolidin-3-yl)benzaldehyde

수율 29.6%

용매

dimethylformamide

dimethylformamide

반응 조건

후처리

1. 1
   온도cooling
2. 2
   온도cooling
3. 3
   workup.STIRRINGAfter stirring at room temperature for 14 hours
4. 4
   온도the mixture was heated
5. 5
   workup.STIRRINGto stir at 115° C. for 6 hours
6. 6
   세척this was washed successively with water
7. 7
   건조an aqueous saturated sedum chloride solution, dried with anhydrous sodium sulfate
8. 8
   농축concentrated

실험 절차

To a solution of 2.93 g of 3-[N-(t-butoxycarbonyl)amino]benzaldehyde in 20 ml of dimethylformamide was added 0.58 g of sodium hydride (60% oily) under ice-cooling. After stirring at room temperature for 1 hour, a solution of 0.93 ml of 2-bromoethanol in 5 ml of dimethylformamide was added dropwise under ice-cooling. After stirring at room temperature for 14 hours, the mixture was heated to stir at 115° C. for 6 hours. Ethyl acetate was added, and this was washed successively with water and an aqueous saturated sedum chloride solution, dried with anhydrous sodium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.75 g of oily 3-(2-oxo-oxazolidin-3-yl)benzaldehyde.

출처