Hydrogen Peroxide → 1-(2-Nitrophenyl)-2-pyrroleacetic acid, ethyl ester

HRID 3567

반응식

HRID 3567 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[CH:14]=[CH:13][CH:12]=[CH:11]1)([O-:3])=[O:2].I[CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18].OO>CS(C)=O.O>[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[CH:14]=[CH:13][CH:12]=[C:11]1[CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])([O-:3])=[O:2]

참가 물질

6

반응물 3

HCID 784Hydrogen Peroxide2회HCID 12183Ethyl iodoacetate2회HCID 5206111-(2-Nitrophenyl)pyrrole

생성물 1

HCID 861831311-(2-Nitrophenyl)-2-pyrroleacetic acid, ethyl ester수율 10.9%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매

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.

후처리

  1. customat room temperature
  2. stirringthe mixture stirred at room temperature for 1 day
  3. extractionextracted with diethyl ether
  4. extractionThe organic extract
  5. washis washed with water, brine
  6. dry with materialdried (Na2SO4)
  7. customThe solvent is removed
  8. customthe residue (2.12 g) chromatographed on silica gel with ethyl acetate-hexane (1:4) as solvent

출처 및 근거

ORD 기록
ord-f70be6f27b64480db21f26322eb94066
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05733905

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