N-bromobutanimide → 1-(Bromomethyl)-2-fluoro-4-nitrobenzene

HRID 56080ノート

反応式

HRID 56080 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[F:11].C1C(=O)N([Br:19])C(=O)C1>C(Cl)(Cl)(Cl)Cl>[Br:19][CH2:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[F:11]

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 740252-Fluoro-4-nitrotoluene

生成物 1

HCID 218861321-(Bromomethyl)-2-fluoro-4-nitrobenzene収率 60.5%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

反応条件

温度
68 °C

実験手順

To a solution of 1-methyl-2-fluoro-4-nitrobenzene (4.96 g, 32 mmol) and NBS (6.05 g, 34 mmol) in CCl4 (80 mL) was added BPO (0.39 g, 1.6 mmol). The mixture was heated at 68° C. for 5 h, then filtered and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=20:1) to give the title compound as a yellow solid (4.53 g, 60%).

後処理

  1. filtrationfiltered
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=20:1)

出典と根拠

ORDレコード
ord-4d8fba4631d94be49db7eb7c30cb4eea
出典データセット
uspto-grants-2016_09
特許番号
US09434695B2

反応ノート

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