Iodine → 4-Bromo-3-oxo-n-phenylbutanamide

HRID 231126

反応式

HRID 231126 の反応式
[Br:1]Br.II.[C:5]([NH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(=[O:10])[CH2:6][C:7]([CH3:9])=[O:8].O>C(O)(=O)C>[Br:1][CH2:9][C:7](=[O:8])[CH2:6][C:5]([NH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:10]

参加物

6

反応物 4

HCID 807IodineHCID 962WaterHCID 7592AcetoacetanilideHCID 24408Bromine

生成物 1

HCID 2682684-Bromo-3-oxo-n-phenylbutanamide収率 57.1%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

実験手順

Under a nitrogen atmosphere, a solution of bromine (1.16 ml, 22.59 mmol) in 17 ml of acetic acid containing a small crystal of iodine was added over 2.5 hours to a solution of acetoacetanilide (4.0 g, 22.57 mmol) in 12 ml of acetic acid, at room temperature (cooling with cold water). The reaction mixture was stirred at room temperature for 3 hours, then poured into 100 ml of ice-cold water and the crude solid product was filtered off. Following crystallization from ethanol, 3.30 g of 4-bromoacetoacetanilide were obtained, m.p 130°-132° C.

後処理

  1. filtrationthe crude solid product was filtered off
  2. customcrystallization from ethanol

出典と根拠

ORDレコード
ord-45b4fc509abb4490ad526c6f3f0b3c90
出典データセット
uspto-grants-1989_07
特許番号
US04845122

関連ノート

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