تفاعل #66584

معادلة التفاعل

Ethyl acetate

2-bromoethanol

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

sodium hydride

→

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

المردود 29.6%

المذيبات

dimethylformamide

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooling
2. 2
   درجة الحرارةcooling
3. 3
   workup.STIRRINGAfter stirring at room temperature for 14 hours
4. 4
   درجة الحرارةthe mixture was heated
5. 5
   workup.STIRRINGto stir at 115° C. for 6 hours
6. 6
   غسيلthis was washed successively with water
7. 7
   تجفيفan aqueous saturated sedum chloride solution, dried with anhydrous sodium sulfate
8. 8
   تركيزconcentrated

الإجراء التجريبي

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.

المصدر