Benzoyl Peroxide → 1-Bromo-3-(bromomethyl)-2-chloro-4-fluorobenzene

HRID 1512069ノート

反応式

HRID 1512069 の反応式
[Br:1][C:2]1[C:3]([Cl:10])=[C:4]([CH3:9])[C:5]([F:8])=[CH:6][CH:7]=1.[Br:11]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[C:4]([CH2:9][Br:11])[C:3]=1[Cl:10]

参加物

5

反応物 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 27362271-Bromo-2-chloro-4-fluoro-3-methylbenzene

生成物 1

HCID 579988441-Bromo-3-(bromomethyl)-2-chloro-4-fluorobenzene収率 98.9%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

A mixture of 3-bromo-2-chloro-6-fluoro-toluene (8.0 g), N-bromosuccinimide (“NBS”) (6.42 g) and benzoyl peroxide (catalytic amount) in carbon tetrachloride (40 ml) was heated to reflux. A 500 watt tungsten halogen lamp was used to initiate the reaction. The reaction mixture was heated to reflux and irradiated for 30 minutes. The reaction mixture was allowed to cool to ambient temperature and then filtered. The filtrate was concentrated to give a colourless oil which solidified on standing to give 1-bromo-3-bromomethyl-2-chloro-4-fluoro-benzene as an off-white solid (10.7 g). 1H-NMR (400 MHz, CDCl3): 4.64 (d, 2H), 6.94 (t, 1H), 7.58 (dd, 1H) ppm.

後処理

  1. temperaturewas heated to reflux
  2. customthe reaction
  3. temperatureThe reaction mixture was heated
  4. temperatureto reflux
  5. customirradiated for 30 minutes
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated
  8. customto give a colourless oil which

出典と根拠

ORDレコード
ord-51ba7c88e265423d92f15ee6e728fa46
出典データセット
uspto-grants-2012_07
特許番号
US08217055B2

反応ノート

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