HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → 1-[3-{4-[4-chloro-3-(trifluoromethyl)phenyl]-4-hydroxy-1-piperidinyl}propyl]-1,3-dihydro-2H-benzimidazol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-(4-Chloro-3-(trifluoromethyl)phenyl)piperidin-4-ol | HCID 89107 | — |
| Reactant | 1-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one | HCID 1810419 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Methyl Isobutyl Ketone | HCID 7909 | — |
| Product | 1-[3-{4-[4-chloro-3-(trifluoromethyl)phenyl]-4-hydroxy-1-piperidinyl}propyl]-1,3-dihydro-2H-benzimidazol-2-one | HCID 20385564 | 41.6% |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04175129 |
| Source dataset | uspto-grants-1979_11 |
| ORD ID | ord-51f0505e215d4afd809a05e2acc86042 |
| Source note | uspto-grants-1979_11 |