反応 #66584

反応方程式

Ethyl acetate

2-bromoethanol

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

sodium hydride

→

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

収率 29.6%

溶媒

dimethylformamide

dimethylformamide

反応条件

後処理

1. 1
   温度cooling
2. 2
   温度cooling
3. 3
   workup.STIRRINGAfter stirring at room temperature for 14 hours
4. 4
   温度the mixture was heated
5. 5
   workup.STIRRINGto stir at 115° C. for 6 hours
6. 6
   洗浄this was washed successively with water
7. 7
   乾燥an aqueous saturated sedum chloride solution, dried with anhydrous sodium sulfate
8. 8
   濃縮concentrated

実験手順

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.

出典