Reaktion #4393

Reaktionsgleichung

8-(2-chlorobenzyloxy)-2-methylimidazo[1,2-a]pyridine

formaldehyde

dimethylamine

→

8-(2-chlorobenzyloxy)-3-dimethylaminomethyl-2-methylimidazo[1,2-a]pyridine

Ausbeute 85.4%

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling over a period of 10 minutes
2. 2
   TemperaturThe mixture was heated at 50°-55° C. for 2 hours
3. 3
   Sonstigeevaporated in vacuo
4. 4
   Extraktionextracted with methylene chloride
5. 5
   WaschenThe extract was washed with water
6. 6
   Trocknendried over magnesium sulfate
7. 7
   Sonstigeevaporated in vacuo
8. 8
   SonstigeThe residual solid was recrystallized from a mixture of diethyl ether and n-hexane

Vorschrift

To a solution of 37% aqueous formaldehyde (2.38 g) in acetic acid (38 ml) was added dropwise 50% aqueous dimethylamine (2.63 g) with ice-cooling over a period of 10 minutes and the mixture was stirred for an additional 10 minutes. The mixture was heated at 50°-55° C. for 2 hours after an addition of 8-(2-chlorobenzyloxy)-2-methylimidazo[1,2-a]pyridine (7.6 g) thereto and then evaporated in vacuo. The residue was basified with aqueous sodium hydroxide and extracted with methylene chloride. The extract was washed with water, dried over magnesium sulfate and evaporated in vacuo. The residual solid was recrystallized from a mixture of diethyl ether and n-hexane to give 8-(2-chlorobenzyloxy)-3-dimethylaminomethyl-2-methylimidazo[1,2-a]pyridine (7.85 g).

Quelle