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Methyl(Z)-2-azido-3-(4-benzyloxy-3-nitrophenyl)acrylate → Methyl 6-benzyloxy-5-nitro-indole-2-carboxylate

HRID 900793
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인쇄 미리보기

반응식

HRID 900793 반응식
[N:1](/[C:4](=[CH:9]\[C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[C:12]([N+:24]([O-:26])=[O:25])[CH:11]=1)/[C:5]([O:7][CH3:8])=[O:6])=[N+]=[N-]>C1(C)C(C)=CC=CC=1>[CH2:17]([O:16][C:13]1[CH:14]=[C:15]2[C:10]([CH:9]=[C:4]([C:5]([O:7][CH3:8])=[O:6])[NH:1]2)=[CH:11][C:12]=1[N+:24]([O-:26])=[O:25])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 1

HCID 86598196Methyl(Z)-2-azido-3-(4-benzyloxy-3-nitrophenyl)acrylate

생성물 1

HCID 16110225Methyl 6-benzyloxy-5-nitro-indole-2-carboxylate수율 15%

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

To a stirred solution of 200 ml of boiling xylene 4.93 g ((13.9 mmol) of methyl(Z)-2-azido-3-(4-benzyloxy-3-nitrophenyl)acrylate is added in small portions. After completion of the addition the reaction mixture is refluxed until the gas formation is over (about 0.5 h), then cooled to room temperature, the precipitated product is filtered off and washed with n-hexane to yield 0.67 g (15%) of the title compound. Mp.: 184-187° C. (xylene).

후처리

  1. addition
After completion of the addition the reaction mixture
  • temperatureis refluxed until the gas formation
  • customis over (about 0.5 h)
  • filtrationthe precipitated product is filtered off
  • washwashed with n-hexane
  • 출처 및 근거

    ORD 기록
    ord-983fc4e3eb2948d285081379acf567be
    출처 데이터셋
    uspto-grants-2008_04
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US07361670B2

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