Hydrogen Bromide → N-[2-(2-bromoacetyl)phenyl]acetamide

HRID 1295429

反応式

HRID 1295429 の反応式
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11](=[O:13])[CH3:12])(=[O:3])[CH3:2].[BrH:14].BrBr>C(O)(=O)C>[Br:14][CH2:2][C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11](=[O:13])[CH3:12])=[O:3]

参加物

5

反応物 3

HCID 260Hydrogen BromideHCID 21306N-(2-Acetylphenyl)acetamideHCID 24408Bromine

生成物 1

HCID 2749459N-[2-(2-bromoacetyl)phenyl]acetamide

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

実験手順

31 g (0.175 mol) of N-(2-acetylphenyl)acetamide (prepared by acylating 2-aminoacetophenone with acetyl chloride according to Fuerstner, Alois; Jumbam, Denis N.; Tetrahedron; 48; 29; 5991-6010, (1992)) were dissolved in 200 ml of glacial acetic acid. 127 ml of 33% HBr in glacial acetic acid were added and then 8.75 ml (0.175 mol) of bromine were added slowly at room temperature. The mixture was stirred at room temperature overnight. The mixture was stirred into 1.5 l of ice-water, and the precipitated product was filtered off with suction, washed thoroughly with ice-water and dried in vacuo. According to HPLC and NMR, the crude product contained some reactant and dibrominated product, but was clean enough for the further reaction (approx. 85%).

後処理

  1. filtrationthe precipitated product was filtered off with suction
  2. washwashed thoroughly with ice-water
  3. customdried in vacuo
  4. customwas clean enough for the further reaction (approx. 85%)

出典と根拠

ORDレコード
ord-18312d271e5c4a0681ef4da26ee8d9d8
出典データセット
uspto-grants-2007_07
特許番号
US07241775B2

関連ノート

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