Реакция #6237

Уравнение реакции

4-(3-aminopropyloxy)pyridine

triethylamine

pivaloyl chloride

→

desired compound

Выход 77.3%

4-(3-pivaloylaminopropyloxy) pyridine

Выход 77.3%

Растворители

methylene chloride

Условия реакции

Обработка

1. 1
   Температураcooling
2. 2
   workup.STIRRINGThe mixture was stirred at room temperature for 1.5 hours
3. 3
   ПромывкаThe reaction mixture was washed successively with a saturated aqueous solution of sodium bicarbonate and brine
4. 4
   Сушкаdried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONthe solvent was distilled off
6. 6
   ДругоеThe residue was purified by column chromatography (eluent: ethyl acetate)

Методика

To a solution of 700 mg (4.60 mmol) of 4-(3-aminopropyloxy)pyridine and 0.77 ml (5.52 mmol) of triethylamine in 30 ml of methylene chloride, 0.57 ml (4.63 mmol) of pivaloyl chloride was added under ice-cooling with stirring. The mixture was stirred at room temperature for 1.5 hours. The reaction mixture was washed successively with a saturated aqueous solution of sodium bicarbonate and brine and dried over anhydrous magnesium sulfate, and then the solvent was distilled off. The residue was purified by column chromatography (eluent: ethyl acetate) to obtain 840 mg of the desired compound (yield: 77.3%, colorless crystals).

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