Реакция #1544477

Уравнение реакции

4-Pentylcyclohexylcarbinol

sodium hydride

2-bromo-5-phenyl-1,3,4-thiadiazole

→

2-bromo-5-(4-pentylcyclohexylmethoxy)-1,3,4-thiadiazole

Выход 43.0%

Растворители

dimethylformamide

Условия реакции

Обработка

1. 1
   Фильтрацияfiltered with suction
2. 2
   Экстракцияextracted
3. 3
   ДругоеSeparation by column chromatography (SiO2, CH2Cl2)

Методика

4-Pentylcyclohexylcarbinol (1.5 g, 8.15 mmol) are dissolved in dimethylformamide (40 ml), and sodium hydride (0.3 g, 12.23 mmol) is added at room temperature over a period of about 15 minutes. When the gas evolution is complete, 2-bromo-5-phenyl-1,3,4-thiadiazole (2.95 g, 12.23 mmol) is added to the resultant alkoxide, and the mixture is subsequently stirred at 50° C. for 6 hours, poured onto an ice/water mixture, filtered with suction and extracted. Separation by column chromatography (SiO2, CH2Cl2) gives 1.2 g (43% of theory) of 2-bromo-5-(4-pentylcyclohexylmethoxy)-1,3,4-thiadiazole.

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