Methyl iodide → 8-methoxy-1-methyl-3,4-dihydro-1H-quinolin-2-one

HRID 503985ノート

反応式

HRID 503985 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[NH:11][C:10](=[O:13])[CH2:9][CH2:8]2.[H-].[Na+].[H][H].[CH3:18]I>CN(C=O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[N:11]([CH3:18])[C:10](=[O:13])[CH2:9][CH2:8]2

参加物

6

反応物 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 133754763,4-Dihydro-8-methoxy-2(1H)-quinolinoneHCID 178418361HCID 178418361、化合物

生成物 1

HCID 133841968-methoxy-1-methyl-3,4-dihydro-1H-quinolin-2-one収率 96%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

8-Methoxy-3,4-dihydro-1H-quinolin-2-one (15 g) was dissolved in DMF (150 ml), and 3.6 g of sodium hydride (60% in oil) was added under ice cooling. After the addition, stirring was carried out at room temperature until the generation of hydrogen stopped. The resulting mixture was cooled with ice water again, and 5.8 ml of methyl iodide was added dropwise, followed by stirring at room temperature overnight. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to thereby obtain 16.7 g (yield: 96%) of 8-methoxy-1-methyl-3,4-dihydro-1H-quinolin-2-one.

後処理

  1. additionAfter the addition
  2. stirringby stirring at room temperature overnight
  3. distillationThe solvent was distilled off under reduced pressure
  4. customthe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-0ff5eaa87a1d47c9bb68144dbd36f2b9
出典データセット
uspto-grants-2010_08
特許番号
US07777038B2

反応ノート

読み込み中…