Methyl iodide → 5-[2-(2-Chloro-5-methoxy-phenyl)-propionyl]-1-methyl-1H-pyridin-2-one

HRID 1096007ノート

反応式

HRID 1096007 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[CH2:10][C:11]([C:13]1[CH:14]=[CH:15][C:16](=[O:20])[N:17]([CH3:19])[CH:18]=1)=[O:12].[H-].[Na+].CI.[C:25](OCC)(=O)C>O1CCCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[CH:10]([CH3:25])[C:11]([C:13]1[CH:14]=[CH:15][C:16](=[O:20])[N:17]([CH3:19])[CH:18]=1)=[O:12]

参加物

6

反応物 4

HCID 6328Methyl iodideHCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 666993985-[2-(2-Chloro-5-methoxy-phenyl)-acetyl]-1-methyl-1H-pyridin-2-one

生成物 1

HCID 666992895-[2-(2-Chloro-5-methoxy-phenyl)-propionyl]-1-methyl-1H-pyridin-2-one

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
40 °C

実験手順

To a suspension of 5-[2-(2-chloro-5-methoxy-phenyl)-acetyl]-1-methyl-1H-pyridin-2-one (9.35 g) in tetrahydrofuran (110 ml) was added sodium hydride (60% dispersion in mineral oil, 1.35 g) in three portions. The mixture was stirred at 40° C. for 1 h and then placed in an ice bath. Methyl iodide (5.01 g) was added dropwise. The mixture was stirred at 0° C. for 10 min and at room temperature for 2 h. Ethyl acetate was added and the mixture was washed with water and brine. The organic phase was dried (MgSO4), filtered and concentrated to dryness. The residue was washed with cyclohexane, filtered and dried to give the title compound as an off-white solid (9.45 g). MS (m/e)=306.2 [M+H+].

後処理

  1. customplaced in an ice bath
  2. stirringThe mixture was stirred at 0° C. for 10 min and at room temperature for 2 h
  3. washthe mixture was washed with water and brine
  4. dry with materialThe organic phase was dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated to dryness
  7. washThe residue was washed with cyclohexane
  8. filtrationfiltered
  9. customdried

出典と根拠

ORDレコード
ord-310cf3280a8447438a37dd13dbcad494
出典データセット
uspto-grants-2012_03
特許番号
US08138189B2

反応ノート

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