Reacción #78350

Ecuación de reacción

hydrogen chloride

compound

1-Benzoyl-3-(3,4-dichlorophenyl)-3-[3-[4-(2-hydroxyethoxy)-4-phenyl-piperid-1-yl]propyl]piperidine Hydrochloride Monohydrate

triethylamine

acetyl chloride

→

expected product

3-[3-[4-(2-Acetoxyethoxy)-4-phenylpiperid-1-yl]propyl]-1-benzoyl-3-(3,4-dichlorophenyl)piperidine Hydrochloride

Disolventes

DCM

DCM

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroto rise to RT
2. 2
   ConcentraciónIt is concentrated under vacuum
3. 3
   Extracciónextracted with AcOEt
4. 4
   Lavadothe organic phase is washed with water
5. 5
   Secadodried over Na2SO4
6. 6
   Otrothe solvent is evaporated off under vacuum
7. 7
   OtroThe residue is chromatographed on silica
8. 8
   OtroThe product obtained
9. 9
   Otrothe precipitate formed
10. 10
    Filtraciónis filtered off

Procedimiento

A solution of 0.6 g of the compound obtained in EXAMPLE 17 and 0.5 ml of triethylamine in 25 ml of DCM is cooled to 0-5° C., 0.085 ml of acetyl chloride is added and the mixture is stirred for 3 hours, the temperature being allowed to rise to RT. It is concentrated under vacuum, the residue is taken up with water and extracted with AcOEt, the organic phase is washed with water and dried over Na2SO4 and the solvent is evaporated off under vacuum. The residue is chromatographed on silica using DCM and then a DCM/MeOH mixture (98/2; v/v) as the eluent. The product obtained is dissolved in DCM and acidified by the addition of ethereal hydrogen chloride and the precipitate formed is filtered off to give 1.2 g of the expected product, m.p.=105-107° C.

Fuente