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

HRID 657002ノート

反応式

HRID 657002 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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%).

後処理

  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%)

出典と根拠

ORDレコード
ord-2f84930bf6ef4be783b1c90a49e9ab38
出典データセット
uspto-grants-2011_12
特許番号
US08071592B2

反応ノート

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