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1,4-Dioxane → Methyl 2-formylquinoline-7-carboxylate

HRID 338861
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인쇄 미리보기

반응식

HRID 338861 반응식
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][C:6]([C:12]([O:14][CH3:15])=[O:13])=[CH:7][CH:8]=2)[N:3]=1.[O:16]1CCOCC1>O>[CH:1]([C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][C:6]([C:12]([O:14][CH3:15])=[O:13])=[CH:7][CH:8]=2)[N:3]=1)=[O:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 312751,4-DioxaneHCID 67978375Methyl 2-methylquinoline-7-carboxylate

생성물 1

HCID 86707420Methyl 2-formylquinoline-7-carboxylate수율 70.8%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a solution of methyl 2-methylquinoline-7-carboxylate (0.99 g, 4.92 mmol) in dioxane (60 mL) and water (0.6 mL) was added SeO2 (0.66 g, 5.90 mmol) and the mixture was stirred at reflux for 2 hours. After cooling to ambient temperature, the solid was removed by filtration and washed with DCM. The filtrate was concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (1:4 hexane/ethyl acetate) to give methyl 2-formylquinoline-7-carboxylate (0.75 g, 70.8%) as a solid.

후처리

  1. temperatureat reflux for 2 hours
  2. customthe solid was removed by filtration
  3. washwashed with DCM
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by flash chromatography on silica gel (1:4 hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-c2d880793db94ae6b978fb0d7ffb8609
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08889704B2

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