Reaktion #75169

Reaktionsgleichung

1-(3-chloropropyl)-1,3-dihydro-2H-bezimidazol-2-one

4-[4-chloro-3-(trifluoromethyl)phenyl]-4-piperidinol

sodium carbonate

potassium iodide

→

1-[3-{4-[4-chloro-3-(trifluoromethyl)phenyl]-4-hydroxy-1-piperidinyl}propyl]-1,3-dihydro-2H-benzimidazol-2-one

Ausbeute 41.6%

Lösungsmittel

4-methyl-2-pentanone

water

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture is cooled
2. 2
   SonstigeThe organic phase is separated
3. 3
   Sonstigedried
4. 4
   Filtrationfiltered
5. 5
   Sonstigeevaporated
6. 6
   SonstigeThe residue is crystallized from 4-methyl-2-pentanone
7. 7
   FiltrationThe product is filtered off
8. 8
   Sonstigedried

Vorschrift

A mixture of 4.21 parts of 1-(3-chloropropyl)-1,3-dihydro-2H-bezimidazol-2-one, 5 parts of 4-[4-chloro-3-(trifluoromethyl)phenyl]-4-piperidinol, 5.3 parts of sodium carbonate, 0.1 parts of potassium iodide and 200 parts of 4-methyl-2-pentanone is stirred and refluxed for 6 hours with water-separator. The reaction mixture is cooled and water is added. The organic phase is separated, dried, filtered and evaporated. The residue is crystallized from 4-methyl-2-pentanone. The product is filtered off and dried, yielding 3.4 parts (41.6%) of 1-[3-{4-[4-chloro-3-(trifluoromethyl)phenyl]-4-hydroxy-1-piperidinyl}propyl]-1,3-dihydro-2H-benzimidazol-2-one; mp. 189.2° C.

Quelle