反応 #3663

反応方程式

hydrogen peroxide

ethyl iodoacetate

hydrogen peroxide

1-(2-nitrophenyl)pyrrole

ethyl iodoacetate

→

product

収率 10.9%

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

収率 10.9%

溶媒

water

dimethyl sulfoxide

反応条件

後処理

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

実験手順

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.

出典