Реакция #75596

Уравнение реакции

3-chloro-3-methyl-1-butyne

4-hydroxypiperidine

→

title compound

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

Растворители

diethyl ether

Water

diethyl ether

water

Условия реакции

Обработка

1. 1
   Температураcooled
2. 2
   Другоеat a bulk temperature of 17 to 22° C
3. 3
   Экстракцияthe resulting mixture was extracted with diethyl ether for 5 times
4. 4
   Сушкаdried over potassium carbonate
5. 5
   Фильтрацияover potassium hydroxide, and filtered
6. 6
   КонцентрированиеThe filtrate was concentrated at normal pressure
7. 7
   ФильтрацияThe resulting crystalline residues were collected by filtration
8. 8
   workup.ADDITIONby adding ethyl acetate/hexane

Методика

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.

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