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Ethanol → Benzeneacetic acid, 2,4-dinitro-, ethyl ester

HRID 1246968
ノート
印刷プレビュー

反応式

HRID 1246968 の反応式
[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1[CH2:13][C:14]([OH:16])=[O:15])([O-:3])=[O:2].OS(O)(=O)=O.[CH3:22][CH2:23]O>>[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1[CH2:13][C:14]([O:16][CH2:22][CH3:23])=[O:15])([O-:3])=[O:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 2215132,4-Dinitrophenylacetic acid

生成物 1

HCID 106546Benzeneacetic acid, 2,4-dinitro-, ethyl ester

実験手順

A mixture of 2,4-dinitrophenylacetic acid (10 g) and H2SO4 (0.1 eq) in EtOH (300 ml) was refluxed overnight. The solvent was evaporated, and EtOAc (150 ml) and H2O (200 ml) were added. The solution was extracted three times with EtOAc and washed with H2O followed by brine, dried over Na2SO4 and evaporated to give ethyl 2-(2,4-dinitrophenyl)acetate for next step without further purification. The above compound (5 g) was mixed with Pd—C (10%, 500 mg) in EtOH (200 ml) and hydrogenated under H2 atmosphere overnight. The reaction was filtered through Celite and evaporated. The residue was washed with EtOAc and filtered to give 6-aminoindolin-2-one.

後処理

  1. temperaturewas refluxed overnight
  2. customThe solvent was evaporated
  3. additionEtOAc (150 ml) and H2O (200 ml) were added
  4. extractionThe solution was extracted three times with EtOAc
  5. washwashed with H2O
  6. dry with materialdried over Na2SO4
  7. customevaporated

出典と根拠

ORDレコード
ord-12a4527458724af8aa9d420e88973b19
出典データセット
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07129252B2

反応ノート

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