反応 #657281

反応方程式

1-methoxy-piperidin-4-one

methylamine

methylamine hydrochloride

potassium cyanide

methylamine hydrochloride

methylamine

potassium cyanide

→

1-methoxy-4-methylamino-piperidine-4-carbonitrile

溶媒

water

water

反応条件

後処理

1. 1
   workup.STIRRINGstirring
2. 2
   その他continued at room temperature until the reaction
3. 3
   抽出The aqueous reaction mixture was extracted with dichloromethane (1×500 ml, and 4×200 ml)
4. 4
   乾燥the combined organic phases dried over sodium sulfate
5. 5
   その他evaporated
6. 6
   その他This material was used without further purification in the next step

実験手順

To a solution of 1-methoxy-piperidin-4-one [prepared according to Journal of Organic Chemistry (1961), 26, 1867-74] (100 g, 0.77 mol), aqueous methylamine (40 wt. % in H2O, 86 ml) and methylamine hydrochloride (57.5 g, 0.85 mol) in water (700 ml) at 0° C. was added a solution of potassium cyanide (55.5 g, 0.85 mol) in water (150 ml) dropwise over one hour. The reaction mixture was stirred at room temperature for two days. Over the next five days, the mixture was further treated with methylamine hydrochloride (5×2.6 g, total 13.0 g), aqueous methylamine (5×4.3 ml, total 21.5 ml) and potassium cyanide (5×2.5 g, total 12.5 g), and stirring continued at room temperature until the reaction was judged complete by thin layer chromatography. The aqueous reaction mixture was extracted with dichloromethane (1×500 ml, and 4×200 ml), the combined organic phases dried over sodium sulfate and evaporated. Yield: 113.0 g of 1-methoxy-4-methylamino-piperidine-4-carbonitrile (compound P5.1) as a red liquid. This material was used without further purification in the next step.

出典