Azobisisobutyronitrile → 2-Bromo-2-(4-bromo-2,6-difluorophenyl)acetamide

HRID 1525919ノート

反応式

HRID 1525919 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([CH2:9][C:10]([NH2:12])=[O:11])=[C:4]([F:13])[CH:3]=1.[Br:14]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>C(Cl)(Cl)(Cl)Cl>[Br:14][CH:9]([C:5]1[C:4]([F:13])=[CH:3][C:2]([Br:1])=[CH:7][C:6]=1[F:8])[C:10]([NH2:12])=[O:11]

参加物

5

反応物 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 712707642-(4-Bromo-2,6-difluorophenyl)acetamide

生成物 1

HCID 867254292-Bromo-2-(4-bromo-2,6-difluorophenyl)acetamide収率 11.4%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

反応条件

温度
80 °C

実験手順

A solution of 2-(4-bromo-2,6-difluorophenyl)acetamide (0.4 g, 1.6 mmol) in carbon tetrachloride (5 mL) was degassed with nitrogen for 5 min. To this was added N-bromosuccinimide (0.28 g, 1.6 mmol) and then azobisisobutyronitrile (0.039 g, 0.24 mmol) while stirring. The reaction mixture was stirred at 80° C. overnight and then cooled to room temperature. The reaction mixture was concentrated to dryness in vacuo, and the residue was purified by flash chromatography (0-100% ethyl acetate/hexanes) to afford the title product (60 mg, 11%). MS(ES)+ m/e 328 [M+H]+.

後処理

  1. temperaturecooled to room temperature
  2. concentrationThe reaction mixture was concentrated to dryness in vacuo
  3. customthe residue was purified by flash chromatography (0-100% ethyl acetate/hexanes)

出典と根拠

ORDレコード
ord-0bf44d77834740f7bc59322ff5fb0c3a
出典データセット
uspto-grants-2015_07
特許番号
US09084794B2

反応ノート

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