Réaction #75169

Équation de réaction

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

Rendement 41.6%

Solvants

4-methyl-2-pentanone

water

water

Conditions de réaction

Traitement

1. 1
   TempératureThe reaction mixture is cooled
2. 2
   AutreThe organic phase is separated
3. 3
   Autredried
4. 4
   Filtrationfiltered
5. 5
   Autreevaporated
6. 6
   AutreThe residue is crystallized from 4-methyl-2-pentanone
7. 7
   FiltrationThe product is filtered off
8. 8
   Autredried

Mode opératoire

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.

Source