Benzoyl Peroxide → 2-(Bromomethyl)-1-nitro-3-(trifluoromethyl)benzene

HRID 846028노트

반응식

HRID 846028 반응식
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([N+:9]([O-:11])=[O:10])[C:4]=1[CH3:12].[Br:15]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[F:1][C:2]([F:13])([F:14])[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([N+:9]([O-:11])=[O:10])[C:4]=1[CH2:12][Br:15]

참가 물질

5

반응물 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 81171alpha,alpha,alpha-Trifluoro-3-nitro-o-xylene

생성물 1

HCID 106781242-(Bromomethyl)-1-nitro-3-(trifluoromethyl)benzene수율 88.9%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

A 500 mL round bottomed flask was charged with 250 mL of carbon tetrachloride 15.90 g. of 2-(trifluoromethyl)-6-nitrotoluene, 27.60 g. of N-bromosuccinimide, and 11.8 g of benzoyl peroxide. This mixture was brought under reflux and stirred at this temperature for 14 h. The mixture was cooled, filtered and 9.94 g of N-bromosuccinimide together with 4.2 g of benzoyl peroxide was added to the filtrate. This mixture was brought under reflux for 14 h. The mixture was cooled, filtered and the filtrate was stripped of solvent. The crude product was chromatographed on a SiO2 column to give 19.57 g (88.9% yield) of pure product.

후처리

  1. temperatureunder reflux
  2. temperatureThe mixture was cooled
  3. filtrationfiltered
  4. addition9.94 g of N-bromosuccinimide together with 4.2 g of benzoyl peroxide was added to the filtrate
  5. temperatureunder reflux for 14 h
  6. temperatureThe mixture was cooled
  7. filtrationfiltered
  8. customThe crude product was chromatographed on a SiO2 column

출처 및 근거

ORD 기록
ord-c77c48c2d6b54fac95e5a0044310efba
출처 데이터셋
uspto-grants-1992_08
특허 번호
US05135838

반응 노트

불러오는 중…