反应 #1483151

反应方程式

hydrochloric acid

ethyl 2-bromoacetate

diethyl 2-benzyloxycarbonylaminomalonate

sodium hydride

→

title compound

收率 87.3%

diethyl 2-benzyloxycarbonylamino-2-ethoxycarbonylsuccinate

收率 87.3%

溶剂

DMF

反应条件

后处理

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for 30 minutes
2. 2
   workup.STIRRINGthe mixture was stirred overnight
3. 3
   萃取the mixture was extracted with ethyl acetate
4. 4
   洗涤the extract was washed with saturated brine
5. 5
   干燥dried over anhydrous magnesium sulfate
6. 6
   其他The solvent was evaporated under reduced pressure
7. 7
   洗涤the residue was subjected to silica gel column chromatography, in which elution
8. 8
   其他was performed with n-hexane/ethyl acetate (5:1) for purification
9. 9
   其他crystallized from ethyl acetate/n-hexane

实验过程

A solution of diethyl 2-benzyloxycarbonylaminomalonate (50 g) in anhydrous DMF (300 mL) was added portionwise with sodium hydride (60%, 6.47 g) with ice cooling and stirring, then the mixture was stirred at room temperature for 30 minutes, and subsequently added with ethyl 2-bromoacetate (22.6 g), and the mixture was stirred overnight. The reaction mixture was poured into diluted hydrochloric acid, the mixture was extracted with ethyl acetate, and the extract was washed with saturated brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography, in which elution was performed with n-hexane/ethyl acetate (5:1) for purification, and then crystallized from ethyl acetate/n-hexane to obtain the title compound (46.7 g, yield: 83%) as colorless crystals.

来源