Reacción #2553

Ecuación de reacción

4-(4-fluorobenzoyl)piperidine

2-bromoethanol

→

title compound

Rendimiento 78.0%

4-(4-Fluorobenzoyl)-1-(2-hydroxyethyl)piperidine

Rendimiento 78.0%

Disolventes

triethylamine

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaAfter 1 hour of heating
2. 2
   Temperaturaunder reflux
3. 3
   Otrotriethylamine was removed by evaporation
4. 4
   workup.ADDITIONthe resulting residue was mixed with saturated sodium carbonate aqueous solution (40 ml)
5. 5
   Extracciónextracted with ethyl acetate
6. 6
   SecadoThe resulting organic layer was dried on anhydrous sodium carbonate
7. 7
   Otrothe solvent was removed by evaporation
8. 8
   Otrothe resulting residue was purified

Procedimiento

In an atmosphere of argon, 4-(4-fluorobenzoyl)piperidine (2.07 g, 10 mmol) was dissolved in triethylamine (30 ml) to which was subsequently added dropwise 2-bromoethanol (1.1 ml, 14.7 mmol) at room temperature. After 1 hour of heating under reflux, triethylamine was removed by evaporation, and the resulting residue was mixed with saturated sodium carbonate aqueous solution (40 ml) and extracted with ethyl acetate. The resulting organic layer was dried on anhydrous sodium carbonate, the solvent was removed by evaporation and then the resulting residue was purified by subjecting it to a silica gel column chromatography (ethyl acetate-methylene chloride:methanol=10:1) to obtain 1.96 g (78.0%) of the title compound in the form of light yellow solid.

Fuente