Реакция #60479

Уравнение реакции

sodium hydrogencarbonate

1-[2-(3,3,5,5-tetramethylcyclohexyl)phenyl]piperazine

1-bromo-2-butyne

potassium carbonate

→

1-but-2-ynyl-4-[2-(3,3,5,5-tetramethylcyclohexyl)phenyl]piperazine

Растворители

dimethylformamide

diethyl ether

Условия реакции

Обработка

1. 1
   ПромывкаThe separated organic layer was washed with water
2. 2
   workup.DISTILLATIONthe solvent was distilled off by nitrogen stream
3. 3
   ДругоеThe resultant residue was purified by NH silica gel column chromatography (ethyl acetate/heptane)

Методика

A mixture of the 1-[2-(3,3,5,5-tetramethylcyclohexyl)phenyl]piperazine (30 mg, 0.1 mmol) produced in Example (8b), 1-bromo-2-butyne (16.1 mg, 0.12 mmol), potassium carbonate (20.8 mg, 0.15 mmol) and dimethylformamide (1 mL) was stirred for 4 hours and 20 minutes at an external temperature of 80° C. Saturated aqueous solution of sodium hydrogencarbonate was added to the reaction mixture and extraction was performed with diethyl ether. The separated organic layer was washed with water, and then the solvent was distilled off by nitrogen stream. The resultant residue was purified by NH silica gel column chromatography (ethyl acetate/heptane) to give 1-but-2-ynyl-4-[2-(3,3,5,5-tetramethylcyclohexyl)phenyl]piperazine.

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