Réaction #2553

Équation de réaction

4-(4-fluorobenzoyl)piperidine

2-bromoethanol

→

title compound

Rendement 78.0%

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

Rendement 78.0%

Solvants

triethylamine

Conditions de réaction

Traitement

1. 1
   TempératureAfter 1 hour of heating
2. 2
   Températureunder reflux
3. 3
   Autretriethylamine was removed by evaporation
4. 4
   workup.ADDITIONthe resulting residue was mixed with saturated sodium carbonate aqueous solution (40 ml)
5. 5
   Extractionextracted with ethyl acetate
6. 6
   SéchageThe resulting organic layer was dried on anhydrous sodium carbonate
7. 7
   Autrethe solvent was removed by evaporation
8. 8
   Autrethe resulting residue was purified

Mode opératoire

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.

Source