N-(4-acetyl-3,5-dimethylphenyl)acetamide → N-(4-(2-bromoacetyl)-3,5-dimethylphenyl)acetamide

HRID 1480666노트

반응식

HRID 1480666 반응식
[C:1]([C:4]1[C:9]([CH3:10])=[CH:8][C:7]([NH:11][C:12](=[O:14])[CH3:13])=[CH:6][C:5]=1[CH3:15])(=[O:3])[CH3:2].[Br-:16].[Br-].[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC>C(#N)C>[Br:16][CH2:2][C:1]([C:4]1[C:5]([CH3:15])=[CH:6][C:7]([NH:11][C:12](=[O:14])[CH3:13])=[CH:8][C:9]=1[CH3:10])=[O:3]

참가 물질

4

반응물 2

HCID 18788473N-(4-acetyl-3,5-dimethylphenyl)acetamideHCID 23500184Tetra-n-butylammonium tribromide

생성물 1

HCID 18788447N-(4-(2-bromoacetyl)-3,5-dimethylphenyl)acetamide수율 101%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of N-(4-acetyl-3,5-dimethylphenyl)acetamide (5.00 g, 24.4 mmol) in acetonitrile (48.7 mL) was added tetrabutylammoniumtribromide (TBABr3, 11.7 g, 24.4 mmol). The reaction was stirred at room temperature overnight. The solution was concentrated under reduced pressure, added with water, and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous MgSO4(s), and concentrated under reduced pressure to give N-(4-(2-bromoacetyl)-3,5-dimethylphenyl)acetamide (7.00 g), which was used directly for the next step without further purification.

후처리

  1. concentrationThe solution was concentrated under reduced pressure
  2. additionadded with water
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with brine
  5. dry with materialdried over anhydrous MgSO4(s)
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-4f2e44355f6d4bbbb27a062d6401182c
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09409902B2

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