反応 #657283

反応方程式

1-Methoxy-piperidin-4-one

potassium cyanide

cyclopropylamine

hydrochloric acid

→

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

溶媒

water

diethyl ether

water

methanol

反応条件

後処理

1. 1
   workup.ADDITIONwere then added dropwise at 0° C
2. 2
   温度The reaction mixture was warmed to room temperature
3. 3
   workup.STIRRINGstirred overnight
4. 4
   その他the layers separated
5. 5
   抽出the aqueous phase thoroughly extracted with diethyl ether
6. 6
   洗浄The combined organic layers were washed with brine
7. 7
   乾燥dried over sodium sulfate
8. 8
   その他evaporated
9. 9
   その他This material was used without further purification in the next step

実験手順

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.

出典