Carbon Tetrachloride → 1-(Bromomethyl)-2-chloro-3-methyl-5-nitrobenzene

HRID 374542

반응식

HRID 374542 반응식
[Cl:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([N+:9]([O-:11])=[O:10])=[CH:4][C:3]=1[CH3:12].[Br:13]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.ClC(Cl)(Cl)Cl>O>[Br:13][CH2:8][C:7]1[CH:6]=[C:5]([N+:9]([O-:11])=[O:10])[CH:4]=[C:3]([CH3:12])[C:2]=1[Cl:1]

참가 물질

6

반응물 4

HCID 5943Carbon TetrachlorideHCID 7187Benzoyl Peroxide2회HCID 67184N-bromobutanimideHCID 99205692-Chloro-1,3-dimethyl-5-nitrobenzene

생성물 1

HCID 189972501-(Bromomethyl)-2-chloro-3-methyl-5-nitrobenzene수율 70.7%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 129 g of 2-chloro-1,3-dimethyl-5-nitrobenzene, 125 g of 1-bromo-2,5-pyrrolidinedione, 12 g of dibenzoyl peroxide and 1200 ml of tetrachloromethane was stirred for 2 hours at reflux temperature using a water separator. Twice there was added an extra portion of 20 g of dibenzoyl peroxide during a refluxing period of 29 hours. After cooling, the reaction mixture was washed with water, dried, filtered and evaporated. The residue was purified by column chromatography (silica gel; CH2Cl2 /hexane 50:50). The eluent of the desired fraction was evaporated, yielding 130 g (70.2%) of 1-(bromomethyl)-2-chloro-3-methyl-5-nitrobenzene (interm. 5).

후처리

  1. temperatureat reflux temperature
  2. temperatureAfter cooling
  3. washthe reaction mixture was washed with water
  4. customdried
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue was purified by column chromatography (silica gel; CH2Cl2 /hexane 50:50)
  8. customThe eluent of the desired fraction was evaporated

출처 및 근거

ORD 기록
ord-a2d6793df1834518a51fc3a7edf07cbf
출처 데이터셋
uspto-grants-1996_01
특허 번호
US05480912

연결된 노트

불러오는 중…