N-(3,5-Dimethylphenyl)acetamide → N-(4-bromo-3,5-dimethylphenyl)acetamide

HRID 1754935노트

반응식

HRID 1754935 반응식
[Br-:1].[Br-].[Br-].C([N+](C)(C)C)C1C=CC=CC=1.C([N+](C)(C)C)C1C=CC=CC=1.C([N+](C)(C)C)C1C=CC=CC=1.[CH3:37][C:38]1[CH:39]=[C:40]([NH:45][C:46](=[O:48])[CH3:47])[CH:41]=[C:42]([CH3:44])[CH:43]=1>C(Cl)Cl.CO>[Br:1][C:43]1[C:42]([CH3:44])=[CH:41][C:40]([NH:45][C:46](=[O:48])[CH3:47])=[CH:39][C:38]=1[CH3:37]

참가 물질

4

반응물 2

HCID 74903N-(3,5-Dimethylphenyl)acetamideHCID 53442637Benzyltrimethylammoniumtribromide

생성물 1

HCID 4246250N-(4-bromo-3,5-dimethylphenyl)acetamide수율 90%

시약·촉매·용매 1

HCID 21226129Dichloromethane methanol용매

실험 절차

Benzyltrimethylammonium tribromide (BTMA-Br3) (7.8 g, 20.21 mmol) was added to a solution of N-(3,5-dimethyl-phenyl)-acetamide (3.0 g, 18.38 mmol) in CH2Cl2/MeOH (90 ml/90 ml) at room temperature in an Ar atmosphere. The reaction mixture was stirred at room temperature for 10 minutes. The reaction mixture was concentrated under reduced pressure, and CH2Cl2 was then added to the resulting residue. The organic layer was washed with H2O, and then dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:EtOAc=1:1) to give N-(4-bromo-3,5-dimethyl-phenyl)-acetamide (4.0 g, yield 90%).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure, and CH2Cl2
  2. additionwas then added to the resulting residue
  3. washThe organic layer was washed with H2O
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (hexane:EtOAc=1:1)

출처 및 근거

ORD 기록
ord-377a7f6a6e6547a096434dc56397f3d7
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09169254B2

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