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

HRID 1156864ノート

反応式

HRID 1156864 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 128518271-(4-Chlorophenyl)-5-bromomethylisoquinoline収率 68.8%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-49a308e0284b4c63ae486e6459490b57
出典データセット
uspto-grants-1982_06
特許番号
US04337256

反応ノート

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