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

HRID 366589노트

반응식

HRID 366589 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 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.

후처리

  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

출처 및 근거

ORD 기록
ord-e88381fd25fc4bf6a40150b557ea8c8c
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06130238

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