反应 #3663

反应方程式

hydrogen peroxide

ethyl iodoacetate

hydrogen peroxide

1-(2-nitrophenyl)pyrrole

ethyl iodoacetate

→

product

收率 10.9%

1-(2-Nitrophenyl)-2-pyrroleacetic acid, ethyl ester

收率 10.9%

溶剂

water

dimethyl sulfoxide

反应条件

后处理

1. 1
   其他at room temperature
2. 2
   workup.STIRRINGthe mixture stirred at room temperature for 1 day
3. 3
   萃取extracted with diethyl ether
4. 4
   萃取The organic extract
5. 5
   洗涤is washed with water, brine
6. 6
   干燥dried (Na2SO4)
7. 7
   其他The solvent is removed
8. 8
   其他the residue (2.12 g) chromatographed on silica gel with ethyl acetate-hexane (1:4) as solvent

实验过程

To a stirred mixture of 1.88 g of 1-(2-nitrophenyl)pyrrole, 4.80 g of ethyl iodoacetate and 2.22 g of FeSO4.7H2O in 40 ml of dimethyl sulfoxide is added dropwise 10 ml of 30% hydrogen peroxide while keeping the reaction mixture at room temperature with a cold water bath. The mixture is stirred at room temperature for one day. An additional 2.4 g of ethyl iodoacetate, 1.1 g of FeSO4.7H2O and 5 ml of 30% hydrogen peroxide is added and the mixture stirred at room temperature for 1 day. The mixture is diluted with water and extracted with diethyl ether. The organic extract is washed with water, brine and dried (Na2SO4). The solvent is removed and the residue (2.12 g) chromatographed on silica gel with ethyl acetate-hexane (1:4) as solvent to give 0.30 g of product as a brown gum.

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