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2-(3'-Methoxy-3-nitro-[1,1'-biphenyl]-4-yl)acetic acid → 6-(3-Methoxyphenyl)-1,3-dihydroindol-2-one

HRID 429108
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인쇄 미리보기

반응식

HRID 429108 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][C:16](O)=[O:17])=[C:11]([N+:19]([O-])=O)[CH:10]=2)[CH:6]=[CH:7][CH:8]=1>CO.[Pd]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:10]=[C:11]3[C:12]([CH2:15][C:16](=[O:17])[NH:19]3)=[CH:13][CH:14]=2)[CH:6]=[CH:7][CH:8]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 107556932-(3'-Methoxy-3-nitro-[1,1'-biphenyl]-4-yl)acetic acid

생성물 1

HCID 105860706-(3-Methoxyphenyl)-1,3-dihydroindol-2-one수율 69.3%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

3′-Methoxy-3-nitrobiphenyl-4-acetic acid (5.2 g) was dissolved in methanol and hydrogenated over 0.8 g of 10% palladium on carbon for 3 hours at room temperature. The catalyst was removed by filtration, washed with methanol and the filtrates combined and concentrated to give a brown solid. The solid was chromatographed on silica gel in ethyl acetate:hexane:acetic acid (33:66:1) to give 3.0 g of 6-(3-methoxypheny)-2-oxindole as a pink solid.

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후처리

  1. customThe catalyst was removed by filtration
  2. washwashed with methanol
  3. concentrationconcentrated
  4. customto give a brown solid
  5. customThe solid was chromatographed on silica gel in ethyl acetate:hexane:acetic acid (33:66:1)

출처 및 근거

ORD 기록
ord-1aea7f6585624f5d979548672176969f
출처 데이터셋
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06316429B1

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