Allyl iodide → 7-(Methyloxy)-1-(2-propen-1-yl)-2(1H)-quinolinone

HRID 657002노트

반응식

HRID 657002 반응식
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9](=[O:13])[NH:10]2)=[CH:5][CH:4]=1.[H-].[Na+].[CH2:16](I)[CH:17]=[CH2:18]>CN(C=O)C>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9](=[O:13])[N:10]2[CH2:18][CH:17]=[CH2:16])=[CH:5][CH:4]=1

참가 물질

5

반응물 3

HCID 11166Allyl iodideHCID 24758Sodium hydrideHCID 299427567-Methoxy-1,2-dihydroquinolin-2-one

생성물 1

HCID 688097807-(Methyloxy)-1-(2-propen-1-yl)-2(1H)-quinolinone

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 7-(methyloxy)-2(1H)-quinolinone (5 g, 0.029 mol) in DMF (70 ml) at 0° C. under N2 was added NaH (60% dispersion in oil; 2.5 g, 0.063 mol) stirred for 10 min, warmed to ambient temperature and stirred for a further 30 min. To this reaction mixture was added allyl iodide (3.13 ml, 0.034 mol) and stirred overnight. The reaction was quenched with water (20 ml) and concentrated. The product was obtained after column chromatography (gradient-5% MeOH in DCM) to yield 4.2 g (68%).

후처리

  1. stirringstirred for a further 30 min
  2. stirringstirred overnight
  3. customThe reaction was quenched with water (20 ml)
  4. concentrationconcentrated
  5. customThe product was obtained after column chromatography (gradient-5% MeOH in DCM)
  6. customto yield 4.2 g (68%)

출처 및 근거

ORD 기록
ord-2f84930bf6ef4be783b1c90a49e9ab38
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071592B2

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