반응 #657283

반응 방정식

1-Methoxy-piperidin-4-one

potassium cyanide

cyclopropylamine

hydrochloric acid

→

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

용매

water

diethyl ether

water

methanol

반응 조건

후처리

1. 1
   workup.ADDITIONwere then added dropwise at 0° C
2. 2
   온도The reaction mixture was warmed to room temperature
3. 3
   workup.STIRRINGstirred overnight
4. 4
   기타the layers separated
5. 5
   추출the aqueous phase thoroughly extracted with diethyl ether
6. 6
   세척The combined organic layers were washed with brine
7. 7
   건조dried over sodium sulfate
8. 8
   기타evaporated
9. 9
   기타This material was used without further purification in the next step

실험 절차

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.

출처