Reaktion #2553

Reaktionsgleichung

4-(4-fluorobenzoyl)piperidine

2-bromoethanol

→

title compound

Ausbeute 78.0%

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

Ausbeute 78.0%

Lösungsmittel

triethylamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter 1 hour of heating
2. 2
   Temperaturunder reflux
3. 3
   Sonstigetriethylamine was removed by evaporation
4. 4
   workup.ADDITIONthe resulting residue was mixed with saturated sodium carbonate aqueous solution (40 ml)
5. 5
   Extraktionextracted with ethyl acetate
6. 6
   TrocknenThe resulting organic layer was dried on anhydrous sodium carbonate
7. 7
   Sonstigethe solvent was removed by evaporation
8. 8
   Sonstigethe resulting residue was purified

Vorschrift

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.

Quelle