Methyl iodide → N-(4-bromophenyl)-N-methylacetamide

HRID 2389594

反応式

HRID 2389594 の反応式
[CH3:1][C:2]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([Br:11])=[CH:7][CH:6]=1)=[O:3].[H-].[Na+].I[CH3:15]>CN(C=O)C>[Br:11][C:8]1[CH:9]=[CH:10][C:5]([N:4]([CH3:15])[C:2](=[O:3])[CH3:1])=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 76834'-BromoacetanilideHCID 24758Sodium hydride

生成物 1

HCID 4324567N-(4-bromophenyl)-N-methylacetamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
0 °C

実験手順

4-bromoacetanilide (1.0 g, 4.67 mmol) in DMF (5 mL) is added dropwise to a suspension of sodium hydride (224 mg, 5.61 mmol, 60% dispersion in mineral oil) in DMF (5 mL) at 0° C. After stirring 1 h at 0° C., iodomethane (349 μl, 5.61 mmol) is added and the reaction mixture warmed to RT and stirred 16 h. The reaction is quenched with water (15 mL) and extracted into EtOAc (3×15 mL); the combined organic phases are then dried over Na2SO4 and reduced in vacuo. Purification by column chromatography (40% EtOAc in heptane) gives the title compound.

後処理

  1. temperaturethe reaction mixture warmed to RT
  2. stirringstirred 16 h
  3. customThe reaction is quenched with water (15 mL)
  4. extractionextracted into EtOAc (3×15 mL)
  5. dry with materialthe combined organic phases are then dried over Na2SO4
  6. customPurification by column chromatography (40% EtOAc in heptane)

出典と根拠

ORDレコード
ord-738712915e8d4a81afff40dacc58d9e6
出典データセット
uspto-grants-2012_09
特許番号
US08273747B2

関連ノート

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