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

HRID 24459노트

반응식

HRID 24459 반응식
[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]

참가 물질

4

반응물 1

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

생성물 1

HCID 106346366-(3-Ethoxyphenyl)indolin-2-one수율 91%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5f97f576d5f243d8a380fb123e72be28
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855730B2

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