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P-Cresol → Ethyl alpha-(4-Methylphenyl)benzoylacetate

HRID 128864
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HRID 128864 반응식
[N+](=[C:3]([C:9](=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:4]([O:6][CH2:7][CH3:8])=[O:5])=[N-].[CH:17]1[C:22](O)=[CH:21][CH:20]=[C:19]([CH3:24])[CH:18]=1>C(Cl)(Cl)(Cl)Cl.C([O-])(=O)C.[Rh+2].C([O-])(=O)C>[CH3:24][C:19]1[CH:20]=[CH:21][C:22]([CH:3]([C:9](=[O:16])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:4]([O:6][CH2:7][CH3:8])=[O:5])=[CH:17][CH:18]=1
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참가 물질

5

반응물 2

HCID 2879P-CresolHCID 605325Acetic acid, benzoyldiazo-, ethyl ester

생성물 1

HCID 54208493Ethyl alpha-(4-Methylphenyl)benzoylacetate수율 26.1%

시약·촉매·용매 2

HCID 21674Acetic acid, rhodium(2+) salt촉매HCID 5943Carbon Tetrachloride용매

반응 조건

온도
45 °C

실험 절차

A mixture of 7.66 g of ethyl α-diazobenzoylacetate, 3.8 g of p-cresol and 150 mg of rhodium(II) acetate in 40 cc of carbon tetrachloride was stirred at a temperature of 40-50° C. for 2 hours. After cooling, the insoluble materials were filtered off and the solvent was distilled off. The crude product thus obtained was purified by a silica gel column chromatography (eluent: chloroform/hexane=1/2) to obtain 2.59 g of compound E. Yield: 24.7%.

후처리

  1. temperatureAfter cooling
  2. filtrationthe insoluble materials were filtered off
  3. distillationthe solvent was distilled off
  4. customThe crude product thus obtained
  5. customwas purified by a silica gel column chromatography (eluent: chloroform/hexane=1/2)

출처 및 근거

ORD 기록
ord-cc3e28ef97e743c19827d3205278a575
출처 데이터셋
uspto-grants-1995_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05464863

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