Azobisisobutyronitrile → 6-(Bromomethyl)-2-methylquinoline

HRID 1173976

반응식

HRID 1173976 반응식
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH3:12])[CH:8]=2)[N:3]=1.[Br:13]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>C(Cl)(Cl)(Cl)Cl>[Br:13][CH2:12][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([CH3:1])[CH:11]=[CH:10]2

참가 물질

5

반응물 3

HCID 6547AzobisisobutyronitrileHCID 134142,6-DimethylquinolineHCID 67184N-bromobutanimide

생성물 1

HCID 27954806-(Bromomethyl)-2-methylquinoline수율 27.4%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

In carbon tetrachloride (26 ml), 2,6-dimethylquinoline (manufactured by Tokyo Kasei Kogyo Co., Ltd.) (1.0398 g), N-bromosuccinimide (1.2353 g), and azobisisobutyronitrile (98.5 mg) were dissolved and then the whole was subjected to thermal reflux for 2 hours under an argon atmosphere. After the reaction, a precipitate was removed through filtration and then washed with water, followed by drying with magnesium sulfate. The solvent was distilled off and the residue was then purified through silica gel column chromatography (hexane/ethyl acetate), thereby obtaining the subject compound (427.3 mg) as a white solid.

후처리

  1. temperaturethermal reflux for 2 hours under an argon atmosphere
  2. customAfter the reaction
  3. customa precipitate was removed through filtration
  4. washwashed with water
  5. dry with materialby drying with magnesium sulfate
  6. distillationThe solvent was distilled off
  7. customthe residue was then purified through silica gel column chromatography (hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-621068ad687841ff8c58d580112f94c8
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07833991B2

연결된 노트

불러오는 중…