反応 #7914

反応方程式

potassium thiocyanate

chloride

Dimethylpyrrolidin-3-yl-amine

→

3-dimethylamino-pyrrolidine-1-carbothioic acid amide

収率 23.9%

溶媒

acetone

反応条件

後処理

1. 1
   温度to warm to room temperature
2. 2
   workup.STIRRINGAfter stirring at room temperature overnight
3. 3
   濃縮the reaction was concentrated
4. 4
   workup.ADDITIONconcentrated hydrochloric acid (10 mL) was added
5. 5
   温度The reaction was heated to 95° C.
6. 6
   workup.STIRRINGwith stirring for 1 h
7. 7
   温度to cool to room temperature
8. 8
   抽出was extracted with dichloromethane
9. 9
   抽出The basic solution was extracted with dichloromethane
10. 10
    洗浄washed with brine
11. 11
    乾燥dried with anhydrous sodium sulfate
12. 12
    ろ過filtered
13. 13
    濃縮concentrated
14. 14
    workup.ADDITIONThe mixture was diluted with diethyl ether
15. 15
    ろ過filtered

実験手順

To a suspension of potassium thiocyanate (2.02 g, 20.8 mmol) in acetone (10.7 mL) at 0° C. was slowly added pivolyl chloride (2.6 mL, 21.1 mmol). The mixture was stirred at 0° C. for 3 h. Dimethylpyrrolidin-3-yl-amine (2.44 g, 21.3 mmol) was added slowly at 0° C., and the reaction was allowed to warm to room temperature. After stirring at room temperature overnight, the reaction was concentrated, and concentrated hydrochloric acid (10 mL) was added. The reaction was heated to 95° C. with stirring for 1 h. The mixture was allowed to cool to room temperature, and was extracted with dichloromethane. The aqueous layer was made basic with 20% aqueous sodium hydroxide. The basic solution was extracted with dichloromethane. The organics were combined, washed with brine, dried with anhydrous sodium sulfate, filtered, and concentrated. The mixture was diluted with diethyl ether and filtered to provide pure 3-dimethylamino-pyrrolidine-1-carbothioic acid amide (135) (0.863 g, 23.3%) as a white solid.

出典