1-Methylisoquinoline → 1-Bromomethylisoquinoline

HRID 446895노트

반응식

HRID 446895 반응식
[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N: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[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1

참가 물질

5

반응물 2

HCID 155921-MethylisoquinolineHCID 67184N-bromobutanimide

생성물 1

HCID 27762461-Bromomethylisoquinoline수율 18%

시약·촉매·용매 2

HCID 6547Azobisisobutyronitrile촉매HCID 5943Carbon Tetrachloride용매

실험 절차

To 1-methylisoquinoline (0.99 g, 6.91 mmol), NBS (1.35 g, 1.1 eq) and AIBN (10 mg, catalytic amount) was added CCl4 (15 mL), which was then refluxed for 2 h. The suspended particles were removed by filtration, and washed with CCl4. The organic layers were combined, concentrated under reduced pressure, and separated by column chromatography (30%, ethyl acetate/hexane) to give the title compound (270 mg, Yield: 18%) as a violet solid.

후처리

  1. temperaturewas then refluxed for 2 h
  2. customThe suspended particles were removed by filtration
  3. washwashed with CCl4
  4. concentrationconcentrated under reduced pressure
  5. customseparated by column chromatography (30%, ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-000f1e70c96942e2955d1c1ed2f56261
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481537B2

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