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

HRID 1843744ノート

反応式

HRID 1843744 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-def07081ed0f40d0aa340bcf83677385
出典データセット
uspto-grants-2015_02
特許番号
US08946268B2

反応ノート

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