反応 #75596

反応方程式

3-chloro-3-methyl-1-butyne

4-hydroxypiperidine

→

title compound

1-(1,1-Dimethyl-2-propynyl)-4-piperidinol

溶媒

diethyl ether

Water

diethyl ether

water

反応条件

後処理

1. 1
   温度cooled
2. 2
   その他at a bulk temperature of 17 to 22° C
3. 3
   抽出the resulting mixture was extracted with diethyl ether for 5 times
4. 4
   乾燥dried over potassium carbonate
5. 5
   ろ過over potassium hydroxide, and filtered
6. 6
   濃縮The filtrate was concentrated at normal pressure
7. 7
   ろ過The resulting crystalline residues were collected by filtration
8. 8
   workup.ADDITIONby adding ethyl acetate/hexane

実験手順

24 mg cuprous chloride and 15 mg copper powder were added to a mixed solution of 5 ml solution of 7.3 g 4-hydroxypiperidine in diethyl ether (5 ml) and water (2.5 ml) in a nitrogen atmosphere. The mixture was ice-cooled, and 2.5 ml solution of 2.7 ml 3-chloro-3-methyl-1-butyne in diethyl ether was added dropwise thereinto at a bulk temperature of 17 to 22° C. Then, it was stirred at room temperature overnight. Water was added thereto, and the resulting mixture was extracted with diethyl ether for 5 times. The organic layers were combined, and dried over potassium carbonate and then over potassium hydroxide, and filtered. The filtrate was concentrated at normal pressure. The resulting crystalline residues were collected by filtration by adding ethyl acetate/hexane thereto to give 2.54 g of the title compound.

出典