Reacción #60478

Ecuación de reacción

sodium hydrogencarbonate

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

propargyl bromide

potassium carbonate

→

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

Disolventes

dimethylformamide

ethyl acetate dichloromethane

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

A mixture of 1-[2-(3,3,5,5-tetramethylcyclohexyl)phenyl]piperazine (30 mg, 0.1 mmol) produced in Example (8b), propargyl bromide (14.3 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 ethyl acetate-dichloromethane. 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-prop-2-ynyl-4-[2-(3,3,5,5-tetramethylcyclohexyl)phenyl]piperazine.

Fuente