Réaction #949810

Équation de réaction

water

sodium hydride

ethyl 6,7-dimethoxy-4-(3,4-dimethoxyphenyl)-2(1H)-quinolone-3-carboxylate

2-bromopropane

→

ethyl 6,7-dimethoxy-4-(3,4-dimethoxyphenyl)-2-isopropoxyquinoline-3-carboxylate

Rendement 70.0%

Solvants

N,N-dimethylformamide

Conditions de réaction

Traitement

1. 1
   Températurecooling
2. 2
   workup.STIRRINGThe mixture was stirred at 60° C. for 5 hours
3. 3
   Extractionextracted with ethyl acetate
4. 4
   LavageThe ethyl acetate layer was washed with water
5. 5
   Séchagedried over magnesium sulfate
6. 6
   AutreEvaporation of the solvent

Mode opératoire

Oily sodium hydride (60%, 0.1 g) was added to a solution of ethyl 6,7-dimethoxy-4-(3,4-dimethoxyphenyl)-2(1H)-quinolone-3-carboxylate (0.5 g) in N,N-dimethylformamide (20 ml) under ice-cooling. After stirring at room temperature for 30 minutes, 2-bromopropane (0.5 ml) was added. The mixture was stirred at 60° C. for 5 hours, poured into water and extracted with ethyl acetate. The ethyl acetate layer was washed with water and dried over magnesium sulfate. Evaporation of the solvent gave ethyl 6,7-dimethoxy-4-(3,4-dimethoxyphenyl)-2-isopropoxyquinoline-3-carboxylate (0.388 g, 70%) which was then recrystallized from ethyl ether. mp. 142°-143° C.

Source