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

HRID 1512069노트

반응식

HRID 1512069 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-51ba7c88e265423d92f15ee6e728fa46
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08217055B2

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