N-(2-Acetylphenyl)acetamide → N-(2-acetyl-4-bromophenyl)acetamide

HRID 711387

反応式

HRID 711387 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].[Br:14]Br>CC(O)=O>[C:1]([C:4]1[CH:9]=[C:8]([Br:14])[CH:7]=[CH:6][C:5]=1[NH:10][C:11](=[O:13])[CH3:12])(=[O:3])[CH3:2]

参加物

4

反応物 2

HCID 21306N-(2-Acetylphenyl)acetamideHCID 24408Bromine

生成物 1

HCID 459291N-(2-acetyl-4-bromophenyl)acetamide収率 86.5%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Under N2, a pale yellow suspension of crude N-(2-acetylphenyl)acetamide (28 g, 158 mmol) in AcOH (300 mL) was stirred for about 5 min, and Br2 (12.95 mL, 253 mmol) was added within 1 h at room temperature. The resulting mixture was then stirred at room temperature for 75 min. After the reaction went to completion as monitored by LC-MS, the reaction mixture was quenched with H2O (200 mL). The mixture was filtered through Buchner funnel, and the solid was collected as N-(2-acetyl-4-bromophenyl)acetamide (35 g, yield 86%). MS (m/z): 216 (M+H)+.

後処理

  1. stirringThe resulting mixture was then stirred at room temperature for 75 min
  2. customthe reaction mixture was quenched with H2O (200 mL)
  3. filtrationThe mixture was filtered through Buchner funnel

出典と根拠

ORDレコード
ord-9b630fec78ce435691e5aa86e1ea7c20
出典データセット
uspto-grants-2015_11
特許番号
US09181264B2

関連ノート

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