Hydrogen Bromide → 4-Chloroquinolin-6-ol

HRID 1720276

Reaktionsgleichung

Reaktionsgleichung von HRID 1720276
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12]C)[CH:10]=2)[N:5]=[CH:4][CH:3]=1.Br.[OH-].[Na+]>O>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([OH:12])[CH:10]=2)[N:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 260Hydrogen BromideHCID 14798Sodium HydroxideHCID 2283484-Chloro-6-methoxyquinoline

Produkt 1

HCID 184331324-Chloroquinolin-6-olAusbeute 56,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 4.99 g (18.1 mmol) of 4-chloro-6-methoxyquinoline and 50 mL of 48% hydrobromic acid is heated under reflux for seven hours. Upon cooling to room temperature, the reaction solution afforded a dark solid that was then slurried in water. The aqueous mixture was adjusted to pH 10 by the addition of 4N sodium hydroxide. The resulting solid was filtered, washed with water and air-dried to give 1.83 g (56%) of 4-chloroquinolin-6-ol: m.p. 223° C.

Aufarbeitung

  1. temperatureunder reflux for seven hours
  2. customthe reaction solution afforded a dark solid
  3. filtrationThe resulting solid was filtered
  4. washwashed with water
  5. customair-dried

Quellen und Nachweise

ORD-Eintrag
ord-c0fdfe9b5da74a6c90547c030d1edfe9
Quelldatensatz
uspto-grants-1996_04
Patentnummer
US05506235

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