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

HRID 440006

反応式

HRID 440006 の反応式
[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]

参加物

6

反応物 3

HCID 784Hydrogen Peroxide2 回HCID 12183Ethyl iodoacetate2 回HCID 5206111-(2-Nitrophenyl)pyrrole

生成物 1

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

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

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.

後処理

  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

出典と根拠

ORDレコード
ord-eec227c943a04f1faeb118c0f3950d83
出典データセット
uspto-grants-1996_05
特許番号
US05516774

関連ノート

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