반응 #3663

반응 방정식

hydrogen peroxide

ethyl iodoacetate

hydrogen peroxide

1-(2-nitrophenyl)pyrrole

ethyl iodoacetate

→

product

수율 10.9%

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

수율 10.9%

용매

water

dimethyl sulfoxide

반응 조건

후처리

1. 1
   기타at room temperature
2. 2
   workup.STIRRINGthe mixture stirred at room temperature for 1 day
3. 3
   추출extracted with diethyl ether
4. 4
   추출The organic extract
5. 5
   세척is washed with water, brine
6. 6
   건조dried (Na2SO4)
7. 7
   기타The solvent is removed
8. 8
   기타the residue (2.12 g) chromatographed on silica gel with ethyl acetate-hexane (1:4) as solvent

실험 절차

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.

출처