Reaktion #78350

Reaktionsgleichung

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

Lösungsmittel

DCM

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto rise to RT
2. 2
   EinengenIt is concentrated under vacuum
3. 3
   Extraktionextracted with AcOEt
4. 4
   Waschenthe organic phase is washed with water
5. 5
   Trocknendried over Na2SO4
6. 6
   Sonstigethe solvent is evaporated off under vacuum
7. 7
   SonstigeThe residue is chromatographed on silica
8. 8
   SonstigeThe product obtained
9. 9
   Sonstigethe precipitate formed
10. 10
    Filtrationis filtered off

Vorschrift

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.

Quelle