N-bromobutanimide → 1-(4-Chlorophenyl)-5-bromomethylisoquinoline

HRID 1156864노트

반응식

HRID 1156864 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]3[C:12](=[C:13]([CH3:18])[CH:14]=[CH:15][CH:16]=3)[CH:11]=[CH:10][N:9]=2)=[CH:4][CH:3]=1.[Br:19]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]3[C:12](=[C:13]([CH2:18][Br:19])[CH:14]=[CH:15][CH:16]=3)[CH:11]=[CH:10][N:9]=2)=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 128518261-(4-Chlorophenyl)-5-methylisoquinoline

생성물 1

HCID 128518271-(4-Chlorophenyl)-5-bromomethylisoquinoline수율 68.8%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

1-(4-Chlorophenyl)-5-methylisoquinoline (10.2 g) was dissolved in 50 ml of carbon tetrachloride. While the solution was heated under reflux and light was irradiated on it, 7.5 g of N-bromosuccinimide was added. The mixture was heated with stirring. After the reaction, the reaction mixture was cooled. The insoluble matter was removed by filtration. The filtrate was washed in water, dried, and concentrated to remove the solvent. Recrystallization from cold methanol afforded 9.2 g of 1-(4-chlorophenyl)-5-bromomethylisoquinoline as colorless needles having a decomposition point of 116° C.

후처리

  1. temperatureWhile the solution was heated
  2. temperatureunder reflux
  3. additionwas added
  4. temperatureThe mixture was heated
  5. customAfter the reaction
  6. temperaturethe reaction mixture was cooled
  7. customThe insoluble matter was removed by filtration
  8. washThe filtrate was washed in water
  9. customdried
  10. concentrationconcentrated
  11. customto remove the solvent
  12. customRecrystallization from cold methanol

출처 및 근거

ORD 기록
ord-49a308e0284b4c63ae486e6459490b57
출처 데이터셋
uspto-grants-1982_06
특허 번호
US04337256

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