Benzoyl Peroxide → 3-(Bromomethyl)-2-chloro-1,1'-biphenyl

HRID 485558노트

반응식

HRID 485558 반응식
[Cl:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.[Br:33]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:33][CH2:8][C:7]1[C:2]([Cl:1])=[C:3]([C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:4]=[CH:5][CH:6]=1

참가 물질

6

반응물 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 22013535HCID 22013535, 화합물

생성물 1

HCID 202706313-(Bromomethyl)-2-chloro-1,1'-biphenyl수율 92.6%

시약·촉매·용매 2

HCID 7187Benzoyl Peroxide촉매HCID 5943Carbon Tetrachloride용매

실험 절차

A stirred solution of 2-chloro-3-methyl-[1,1'-biphenyl] (0.5 g, 0.0023 mole) in 8 ml of carbon tetrachloride was irradiated and heated to reflux with a 250 watt brooder lamp. A small amount of benzoyl peroxide was added and the reaction mixture refluxed for ten minutes. A second portion of benzoyl peroxide (total 0.01 g) was added, followed by N-bromosuccinimide (0.43 g, 0.0024 mole). The stirred reaction mixture was irradiated for 16 hours, then cooled, and then filtered. The filter cake was rinsed with carbon tetrachloride and the combined filtrates washed with aqueous saturated sodium chloride solution. The organic phase was dried over anhydrous magnesium sulfate and filtered. The filtrate was evaporated under reduced pressure to give 3-bromomethyl-2-chloro-[1,1'-biphenyl] (0.6 g) as an oil.

후처리

  1. temperatureheated
  2. temperatureto reflux with a 250 watt brooder lamp
  3. temperaturethe reaction mixture refluxed for ten minutes
  4. customThe stirred reaction mixture
  5. customwas irradiated for 16 hours
  6. temperaturecooled
  7. filtrationfiltered
  8. washThe filter cake was rinsed with carbon tetrachloride
  9. washthe combined filtrates washed with aqueous saturated sodium chloride solution
  10. dry with materialThe organic phase was dried over anhydrous magnesium sulfate
  11. filtrationfiltered
  12. customThe filtrate was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-1124f167b3bf43feb855498c40fd1a1a
출처 데이터셋
uspto-grants-1985_08
특허 번호
US04536591

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