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

HRID 1465608ノート

反応式

HRID 1465608 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-21b9b5e8755944ceb606fd1f1db31ecc
出典データセット
uspto-grants-2015_04
特許番号
US08999983B2

反応ノート

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