7-Isoquinolinol → HCID 12216281, Verbindung

HRID 275025

Reaktionsgleichung

Reaktionsgleichung von HRID 275025
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[CH:9]2)=[CH:4][CH:3]=1.F[B-](F)(F)F.[O:17]=[N+:18]=[O:19]>C1S(=O)(=O)CCC1>[OH:1][C:2]1[C:11]([N+:18]([O-:19])=[O:17])=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[CH:9]2)=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 4597677-IsoquinolinolHCID 11073463Nitronium tetrafluoroborate

Produkt 1

HCID 12216281HCID 12216281, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31347SulfolaneLösungsmittel

Versuchsvorschrift

To a 300 ml round bottom flask is added 14.5 g (0.1 mole) of 7-hydroxyisoquinoline and 100 ml of warmed tetramethylene sulfone. The brown slurry is stirred and to it is added portionwise 18.6 g (0.14 mole) of nitronium tetrafluoroborate with cooling (ice bath). The reaction is stirred for 3 hours. The reaction is then quenched with 100 ml of methanol, evaporated to dryness and triturated twice with ether to precipitate a dark solid (19.0 g, 100%).

Aufarbeitung

  1. temperaturewith cooling (ice bath)
  2. stirringThe reaction is stirred for 3 hours
  3. customThe reaction is then quenched with 100 ml of methanol
  4. customevaporated to dryness
  5. customtriturated twice with ether
  6. customto precipitate a dark solid (19.0 g, 100%)

Quellen und Nachweise

ORD-Eintrag
ord-7be641fd55b042088dfe3ee76c5d37d9
Quelldatensatz
uspto-grants-1995_02
Patentnummer
US05391743

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