Réaction #2554

Équation de réaction

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

DMF

thionyl chloride

→

title compound

Rendement 96.3%

1-(2-Chloroethyl)-4-(4-fluorobenzoyl)piperidine hydrochloride

Rendement 96.3%

Solvants

methylene chloride

Conditions de réaction

Traitement

1. 1
   Températurewith cooling in an ice bath
2. 2
   Autrethe solvent was removed by evaporation
3. 3
   workup.DISTILLATIONthe resulting residue was subjected to azeotropic distillation
4. 4
   LavageThereafter, the thus obtained residue was washed with an ether-methylene chloride (4:1) mixture solution (30 ml)

Mode opératoire

In an atmosphere of dry air, 4-(4-fluorobenzoyl)-1-(2-hydroxyethyl)piperidine (1.96 g, 7.8 mmol) was dissolved in methylene chloride (10 ml) to which, with cooling in an ice bath, were subsequently added dropwise DMF (0.1 ml) and thionyl chloride (2.5 ml, 34.2 mmol). After 7 hours of stirring at room temperature, the solvent was removed by evaporation, and the resulting residue was subjected to azeotropic distillation using benzene (15 ml×2). Thereafter, the thus obtained residue was washed with an ether-methylene chloride (4:1) mixture solution (30 ml) to obtain 2.3 g (96.3%) of the title compound in the form of light beige powder.

Source