Reaktion #426101

Reaktionsgleichung

3-amino-2-methylphenol

(E)-but-2-enal

ammonium hydroxide

→

2,8-dimethylquinolin-7-ol

Ausbeute 126.7%

Lösungsmittel

HCl

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe reaction was heated
2. 2
   Temperaturto reflux for 2 hours
3. 3
   TemperaturAfter cooling
4. 4
   Extraktionextracted with DCM
5. 5
   TrocknenThe combined organic phases were dried over MgSO4
6. 6
   Filtrationfiltered
7. 7
   Einengenconcentrated under reduced pressure

Vorschrift

To 3-amino-2-methylphenol (5.0 g, 41 mmol) in refluxing 6N HCl (100 mL) was added dropwise (E)-but-2-enal (5.7 g, 81 mmol) and the reaction was heated to reflux for 2 hours. After cooling, the reaction was neutralized with ammonium hydroxide and extracted with DCM. The combined organic phases were dried over MgSO4, filtered and concentrated under reduced pressure to yield 2,8-dimethylquinolin-7-ol (9.0 g, 51% yield) as a brown solid.

Quelle