Réaction #1379890

Équation de réaction

sodium hydroxide

5-aminoquinoline

crotonic acid

water

→

cream solid

Rendement 51.0%

3-(quinolin-5-ylamino)-butyric Acid

Rendement 51.0%

Solvants

toluene

Conditions de réaction

Traitement

1. 1
   Températureat reflux for 48 h
2. 2
   Températureto cool to ambient,
3. 3
   Extractionthe filtrate extracted with diethyl ether (3×100 ml)
4. 4
   AutreThe precipitate which formed
5. 5
   Filtrationwas collected by filtration
6. 6
   Lavagewashed first with water (200 ml)
7. 7
   Séchagewith acetone (200 ml) before being dried

Mode opératoire

A mixture of 5-aminoquinoline (9.9 g, 0.069 mol) and crotonic acid (8.9 g, 0.103 mol) in toluene (35 ml) was stirred at reflux for 48 h. The reaction mixture was allowed to cool to ambient, added to water (500 ml) and the pH adjusted to 9 to 10 by the addition of 2N sodium hydroxide. The reaction mixture was screened and the filtrate extracted with diethyl ether (3×100 ml). The pH of the aqueous layer was first adjusted to pH2 with concentrated HCl and then to pH7 with calcium hydroxide. The precipitate which formed was collected by filtration, washed first with water (200 ml) and then with acetone (200 ml) before being dried to give 8.1 g of a cream solid.

Source