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Potassium bisulfate → 3-[1-Methoxy-1-(4-methoxyphenyl)-methylidene]-5-nitro-2-indolinone

HRID 24954
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인쇄 미리보기

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HRID 24954 반응식
[CH3:1][O:2][CH:3](P(=O)(OCC)OCC)[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][CH:5]=1.CC(C)([O-])C.[K+].[N+:26]([C:29]1[CH:30]=[C:31]2[C:35](=[CH:36][CH:37]=1)[NH:34][C:33](=[O:38])[C:32]2=O)([O-:28])=[O:27].S([O-])(O)(=O)=O.[K+]>CN(C=O)C>[CH3:1][O:2][C:3](=[C:32]1[C:31]2[C:35](=[CH:36][CH:37]=[C:29]([N+:26]([O-:28])=[O:27])[CH:30]=2)[NH:34][C:33]1=[O:38])[C:4]1[CH:5]=[CH:6][C:7]([O:10][CH3:11])=[CH:8][CH:9]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 516920Potassium bisulfateHCID 46692505-NitroisatinHCID 13262832Diethyl [methoxy(4-methoxyphenyl)methyl]phosphonateHCID 23665647Potassium tert-butoxide

생성물 1

HCID 697431303-[1-Methoxy-1-(4-methoxyphenyl)-methylidene]-5-nitro-2-indolinone

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

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온도
-10 °C

실험 절차

6.3 g (22 mmol) of diethyl [methoxy-(4-methoxyphenyl)-methyl]-phosphonate are dissolved in 40 ml of DMF under a nitrogen atmosphere. 5.1 g (45 mmol) of potassium tert.butoxide are added batchwise at −40° C. and the mixture is then stirred for another 30 minutes at −10° C. Then 3.84 g (20 mmol) of 5-nitroisatine are added. The mixture is stirred for 1 hour at ambient temperature and then poured onto ice water containing 20 ml of saturated potassium hydrogen sulphate solution. The precipitate is suction filtered and chromatographed over silica gel (dichloromethane/methanol=10:1).

후처리

  1. stirringThe mixture is stirred for 1 hour at ambient temperature
  2. filtrationfiltered
  3. customchromatographed over silica gel (dichloromethane/methanol=10:1)

출처 및 근거

ORD 기록
ord-5dd6cf5d6cb6465cb4268efc2dd2b3be
출처 데이터셋
uspto-grants-2005_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06855710B2

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