3'-Ethoxy-3-nitrobiphenyl-4-acetic acid → 6-(3-Ethoxyphenyl)indolin-2-one

HRID 24459ノート

反応式

HRID 24459 の反応式
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16][C:17](O)=[O:18])=[C:12]([N+:20]([O-])=O)[CH:11]=2)[CH:7]=[CH:8][CH:9]=1)[CH3:2]>C(O)(=O)C.[Fe]>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([C:10]2[CH:11]=[C:12]3[C:13]([CH2:16][C:17](=[O:18])[NH:20]3)=[CH:14][CH:15]=2)[CH:7]=[CH:8][CH:9]=1)[CH3:2]

参加物

4

反応物 1

HCID 107806283'-Ethoxy-3-nitrobiphenyl-4-acetic acid

生成物 1

HCID 106346366-(3-Ethoxyphenyl)indolin-2-one収率 91%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 176Acetic Acid溶媒

実験手順

Iron chips (2.4 g) were added in one portion to 4.6 g of 3′-ethoxy-3-nitrobiphenyl-4-acetic acid in glacial acetic acid (40 ml). The mixture was refluxed for 2 hours. The reaction mixture was cooled and concentrated to dryness. The residue was treated repeatedly with ethyl acetate and filtered to remove insolubles. The filtrate was washed twice with 1 N hydrochloric acid and brine, dried over anhydrous sodium sulfate and concentrated to give 3.5 g (91%) of 6-(3-ethoxyphenyl)-2-oxindole as a light brown solid.

後処理

  1. temperatureThe mixture was refluxed for 2 hours
  2. temperatureThe reaction mixture was cooled
  3. concentrationconcentrated to dryness
  4. additionThe residue was treated repeatedly with ethyl acetate
  5. filtrationfiltered
  6. customto remove insolubles
  7. washThe filtrate was washed twice with 1 N hydrochloric acid and brine
  8. dry with materialdried over anhydrous sodium sulfate
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-5f97f576d5f243d8a380fb123e72be28
出典データセット
uspto-grants-2005_02
特許番号
US06855730B2

反応ノート

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