Reaktion #78345

Reaktionsgleichung

hydrogen chloride

4-benzyl-4-(pyrrolidin-1-ylcarbonyl)piperidine p-toluene-sulfonate

compound

1-Benzoyl-3-(3,4-dichlorophenyl)-3-[3-[4-(pyrrolidin-1-ylcarbonyl)piperid-1-yl]propyl]piperidine Hydrochloride

K2CO3

→

expected product

1-Benzoyl-3-[3-[4-benzyl-4-(pyrrolidin-1-ylcarbonyl)piperid-1-yl]propyl]-3-(3,4-dichlorophenyl)piperidine Hydrochloride Hemihydrate

Lösungsmittel

water

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe precipitate formed
2. 2
   Filtrationis filtered off
3. 3
   Waschenwashed with water
4. 4
   workup.DISSOLUTIONThe precipitate is dissolved in AcOEt
5. 5
   Trocknenthe organic phase is dried over MgSO4
6. 6
   Sonstigethe solvent is evaporated off under vacuum
7. 7
   SonstigeThe residue is chromatographed on silica H
8. 8
   SonstigeThe product obtained
9. 9
   Sonstigethe precipitate formed
10. 10
    Filtrationis filtered off

Vorschrift

A mixture of 4-benzyl-4-(pyrrolidin-1-ylcarbonyl)piperidine p-toluene-sulfonate, 0.65 g of the compound obtained in step B of EXAMPLE 1 and 0.7 g of K2CO3 in 6 ml of DMF is heated at 80° C. for 3 hours. The reaction mixture is poured into iced water and the precipitate formed is filtered off and washed with water. The precipitate is dissolved in AcOEt, the organic phase is dried over MgSO4 and the solvent is evaporated off under vacuum. The residue is chromatographed on silica H using DCM and then a DCM/MeOH mixture (95/5; v/v) as the eluent. The product obtained is taken up with ethereal hydrogen chloride and the precipitate formed is filtered off to give 0.56 g of the expected product.

Quelle