Réaction #52217

Équation de réaction

Morpholine

5-chloromethyl-8-hydroxyquinoline

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title product

Rendement 59.0%

5-morpholinomethyl-8-hydroxyquinoline

Rendement 59.0%

Solvants

CHCl3

CHCl3

Conditions de réaction

Traitement

1. 1
   Lavagethe solution was washed with 5% NaHCO3 (2×50 ml)
2. 2
   Séchagedried over Na2SO4
3. 3
   FiltrationThe solution was filtered
4. 4
   Autreevaporated under vacuum to dryness
5. 5
   AutreThe residue was crystallized from hexane-CHCl3

Mode opératoire

Morpholine (1.9 ml; 21.8 mmol) was added to a solution of 5-chloromethyl-8-hydroxyquinoline (1.98 g; 8.34 mmol) in CHCl3 (50 ml) at 5° C. The reaction mixture was stirred overnight at room temperature. Then CHCl3 (100 ml) was added and the solution was washed with 5% NaHCO3 (2×50 ml), followed by brine (50 ml), and dried over Na2SO4. The solution was filtered and evaporated under vacuum to dryness. The residue was crystallized from hexane-CHCl3 and gave 1.2 g (59%) of the title product. M.p. 130° C. TLC (CHCl3; MeOH; NH3=8:2:0.5. Rf=0.69.

Source