Реакция #5380

Уравнение реакции

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

octyl iodide

potassium hydroxide

butanol

→

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

Выход 56.6%

Растворители

water

Условия реакции

Обработка

1. 1
   Температураby refluxing for 310 minutes
2. 2
   Экстракцияextracted from ethyl acetate
3. 3
   Другоеto obtain an organic layer
4. 4
   ПромывкаThe organic layer was washed with water
5. 5
   Сушкаdried with mirabilite
6. 6
   Другоеdried under reduced pressure
7. 7
   Другоеto obtain a resultant
8. 8
   ДругоеThe resultant was recrystallized from ethylacetate
9. 9
   Другоеto obtain a crystal
10. 10
    ФильтрацияThe crystal was filtered
11. 11
    Другоеpurified by silica gel column chromatography (eluent: toluene)
12. 12
    Другоеrecrystallized from acetone

Методика

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##

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