反応 #60479

反応方程式

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

溶媒

dimethylformamide

diethyl ether

反応条件

後処理

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

実験手順

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.

出典