Реакция #657283

Уравнение реакции

1-Methoxy-piperidin-4-one

potassium cyanide

cyclopropylamine

hydrochloric acid

→

4-Cyclopropylamino-1-methoxy-piperidine-4-carbonitrile

Растворители

water

diethyl ether

water

methanol

Условия реакции

Обработка

1. 1
   workup.ADDITIONwere then added dropwise at 0° C
2. 2
   ТемператураThe reaction mixture was warmed to room temperature
3. 3
   workup.STIRRINGstirred overnight
4. 4
   Другоеthe layers separated
5. 5
   Экстракцияthe aqueous phase thoroughly extracted with diethyl ether
6. 6
   ПромывкаThe combined organic layers were washed with brine
7. 7
   Сушкаdried over sodium sulfate
8. 8
   Другоеevaporated
9. 9
   ДругоеThis material was used without further purification in the next step

Методика

To a solution of cyclopropylamine (1.4 ml, 1.14 g, 20.0 mmol) in methanol (20 ml) at 0° C. was added 1N hydrochloric acid (20 ml, 20.0 mmol) dropwise and the mixture was stirred at room temperature for 30 minutes. 1-Methoxy-piperidin-4-one [prepared according to Journal of Organic Chemistry (1961), 26, 1867-74] (2.58 g, 20.0 mmol), followed 10 minutes later by potassium cyanide (1.3 g, 20.0 mmol) in water (10 ml) were then added dropwise at 0° C. The reaction mixture was warmed to room temperature and stirred overnight, diluted with water and diethyl ether, the layers separated and the aqueous phase thoroughly extracted with diethyl ether. The combined organic layers were washed with brine, dried over sodium sulfate and evaporated. Yield: 3.19 g of 4-cyclopropylamino-1-methoxy-piperidine-4-carbonitrile (title compound P5.2) as an oil. This material was used without further purification in the next step.

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