Réaction #78349

Équation de réaction

hydrogen chloride

4-(2-hydroxyethoxy)-4-phenylpiperidine hydrochloride

compound

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

K2CO3

→

expected product

Rendement 128.8%

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

Rendement 128.8%

Solvants

DCM

water

DMF

Conditions de réaction

Traitement

1. 1
   Extractionextracted with DCM
2. 2
   Lavagethe organic phase is washed with water
3. 3
   Séchagedried over Na2SO4
4. 4
   Autrethe solvent is evaporated off under vacuum
5. 5
   AutreThe residue is chromatographed on silica H
6. 6
   AutreThe product obtained
7. 7
   Autrethe precipitate formed
8. 8
   Filtrationis filtered off

Mode opératoire

A mixture of 1 g of 4-(2-hydroxyethoxy)-4-phenylpiperidine hydrochloride, 1.7 g of the compound obtained in step B of EXAMPLE 1 and 0.65 g of K2CO3 in 15 ml of DMF is heated at 60° C. for 2 hours and the reaction mixture is then stirred overnight at RT. It is poured into water and extracted with DCM, 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 H using DCM and then a DCM/MeOH mixture (96/4; 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.=120-123° C.

Source