Реакция #2497802

Уравнение реакции

nitrogen 12-bromo-dodecanol

Benzoyl chloride

→

12-bromododecyl benzoate

Выход 65.0%

Растворители

pyridine

Условия реакции

Обработка

1. 1
   Другоеthe whole is brought to 0° C. with an external bath of ice and salt
2. 2
   workup.ADDITIONwhen adding
3. 3
   Другоеthe ice bath is removed
4. 4
   workup.WAITthe whole is left
5. 5
   workup.DISTILLATIONdistilled water (100 mL)
6. 6
   workup.ADDITIONare added
7. 7
   ПромывкаThe organic phase is washed 3 times with distilled water (3×50 mL)
8. 8
   ФильтрацияIt is filtered under a vacuum
9. 9
   ДругоеThe product is purified with column chromatography on silica gel with an eluant mixture of petroleum ether/ethylic ether 5/1

Методика

In a 100 mL two-neck flask under a static head of nitrogen 12-bromo-dodecanol (5.0 g, 18.9 mmol) is weighed, pyridine (25 mL) is added and the whole is brought to 0° C. with an external bath of ice and salt. Benzoyl chloride is dripped slowly and, when adding is finished, the ice bath is removed and the whole is left stirring at room temperature. After 18 hours ethyl acetate (100 mL) and distilled water (100 mL) are added. The organic phase is washed 3 times with distilled water (3×50 mL) and anhydrified on anhydrous sodium sulphate. It is filtered under a vacuum and the solvent is eliminated in the Rotovapor and in the high vacuum pump. The product is purified with column chromatography on silica gel with an eluant mixture of petroleum ether/ethylic ether 5/1. 4.5 g of 12-bromododecyl benzoate are isolated as a colourless oil with a yield of 65%.

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