Reaktion #5380

Reaktionsgleichung

2-(6-hydroxy-2-naphthyl)-5-butylbenzooxazole

octyl iodide

potassium hydroxide

butanol

→

2-(6-octyloxy-2-naphthyl)-5-butylbenzooxazole

Ausbeute 56.6%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturby refluxing for 310 minutes
2. 2
   Extraktionextracted from ethyl acetate
3. 3
   Sonstigeto obtain an organic layer
4. 4
   WaschenThe organic layer was washed with water
5. 5
   Trocknendried with mirabilite
6. 6
   Sonstigedried under reduced pressure
7. 7
   Sonstigeto obtain a resultant
8. 8
   SonstigeThe resultant was recrystallized from ethylacetate
9. 9
   Sonstigeto obtain a crystal
10. 10
    FiltrationThe crystal was filtered
11. 11
    Sonstigepurified by silica gel column chromatography (eluent: toluene)
12. 12
    Sonstigerecrystallized from acetone

Vorschrift

In a 30ml round-bottom flask, 0.47 g (1.48 m mole) of 2-(6-hydroxy-2-naphthyl)-5-butylbenzooxazole, 0.43 g (1.79 m mole) of octyl iodide, 0.12 g (1.82 m mole) of potassium hydroxide and 5 ml of butanol were placed, followed by refluxing for 310 minutes. The reaction mixture was poured into water, extracted from ethyl acetate to obtain an organic layer. The organic layer was washed with water dried with mirabilite and dried under reduced pressure to obtain a resultant. The resultant was recrystallized from ethylacetate to obtain a crystal. The crystal was filtered, purified by silica gel column chromatography (eluent: toluene) and recrystallized from acetone to obtain 0.36 g of 2-(6-octyloxy-2-naphthyl)-5-butylbenzooxazole (Yield: 56.6%). ##STR190##

Quelle