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

HRID 428282ノート

反応式

HRID 428282 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 powder (2.4 g) was added in one portion to 4.6 g of 3′-ethoxy-3-nitrobiphenyl-4-acetic acid in 40 mL of glacial acetic acid and refluxed for 2 hours. The reaction mixture was concentrated to dryness, treated repeatedly with ethyl acetate and filtered to remove the insolubles. The filtrate was washed twice with 1N hydrochloric acid and brine and then dried over anhydrous sodium sulfate and concentrated to give 3.5 g (91% yield) of 6-(3-ethoxyphenyl)-2-oxindole as a light brown solid.

後処理

  1. temperaturerefluxed for 2 hours
  2. concentrationThe reaction mixture was concentrated to dryness
  3. additiontreated repeatedly with ethyl acetate
  4. filtrationfiltered
  5. customto remove the insolubles
  6. washThe filtrate was washed twice with 1N hydrochloric acid and brine
  7. dry with materialdried over anhydrous sodium sulfate
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-7178df4911c4426ebe5a31e89cf8fb98
出典データセット
uspto-grants-2001_11
特許番号
US06313158B1

反応ノート

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