Реакция #319301

Уравнение реакции

1-octadecanol

quinoline

fumaric acid monoethylesterchloride

→

ethyl octadecyl fumarate

Растворители

ethanol

—

petroleum ether

Условия реакции

Обработка

1. 1
   Температураunder reflux
2. 2
   Экстракцияextracted twice with 0.5N hydrochloric acid, water, 5% potassium carbonate solution and water
3. 3
   Сушкаdried over sodium sulfate
4. 4
   Концентрированиеconcentrated under reduced pressure
5. 5
   ДругоеThe solid residue was recrystallized from 95% ethanol

Методика

135 g (0.5 mole) of 1-octadecanol and 65 ml (0.55 mole) of quinoline are dissolved, with stirring, at 40° C. in 500 ml of ethanol-free chloroform. Over the course of one hour, 89.4 g (0.55 mole) of fumaric acid monoethylesterchloride were added drop by drop to the clear solution and it was boiled for 2 hours under reflux. The reaction mixture was diluted with 500 ml of petroleum ether and extracted twice with 0.5N hydrochloric acid, water, 5% potassium carbonate solution and water, dried over sodium sulfate and concentrated under reduced pressure. The solid residue was recrystallized from 95% ethanol. Yield: 139 g of product having a melting point of 42° C.

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