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

HRID 2389594

반응식

HRID 2389594 반응식
[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

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 76834'-BromoacetanilideHCID 24758Sodium hydride

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-738712915e8d4a81afff40dacc58d9e6
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08273747B2

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