Azobisisobutyronitrile → 7-(Bromomethyl)quinoline

HRID 415694

반응식

HRID 415694 반응식
[CH3:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.C1C(=O)N([Br:19])C(=O)C1.CC(N=NC(C#N)(C)C)(C#N)C>C(Cl)(Cl)(Cl)Cl>[Br:19][CH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 6547AzobisisobutyronitrileHCID 119277-MethylquinolineHCID 67184N-bromobutanimide

생성물 1

HCID 141685087-(Bromomethyl)quinoline수율 58%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

반응 조건

온도
100 °C

실험 절차

To a solution of 7-methylquinoline (0.10 g, 0.70 mmol) in 5 ml of CCl4 was added NBS (0.14 g, 0.77 mmol) and AIBN (0.025 g, 0.15 mmol). The reaction mixture was heated at 100° C. for 2 h under nitrogen atmosphere. After the completion of the reaction mixture (TLC monitoring), the reaction mixture was evaporated to dryness under reduced pressure and the residue was purified by column chromatography on silica (230-400M) using 1% ethyl acetate/hexane eluent to give the desired product (0.090 g, 58%).

후처리

  1. customAfter the completion of the reaction mixture (TLC monitoring), the reaction mixture was evaporated to dryness under reduced pressure
  2. customthe residue was purified by column chromatography on silica (230-400M)

출처 및 근거

ORD 기록
ord-5a1b327a6db94cff861080e3841cf9ef
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08088791B2

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