Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Chloro-1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one | HCID 104607 | — |
| Reactant | HCID 21500281 | HCID 21500281 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Methyl Isobutyl Ketone | HCID 7909 | — |
| Product | HCID 21500240 | HCID 21500240 | — |
Reaction Steps
A mixture of 9.35 parts of 1-chloro-4-phenyl-4-(3-trifluoromethylphenyl)butane, 6.3 parts of 5-chloro-1-(4-piperidyl)-2-benzimidazolinone, 6.35 parts of sodium carbonate, 0.1 parts of potassium iodide and 200 parts of 4-methyl-2-pentanone is stirred and refluxed overnight with water-separator. After cooling to room temperature, water is added and the layers are separated. The organic phase is dried, filtered and evaporated. The oily residue is purified by column-chromatography over silicagel, using a mixture of trichloromethane and 5% of methanol as eluent. The pure fractions are collected and the eluent is evaporated. The residue is crystallized from 4-methyl-2-pentanone, yielding 5-chloro-1,3-dihydro-1-[1-{4-phenyl-4-[3-(trifluoromethyl)phenyl]butyl}4-piperidinyl]-2H-benzimidazol-2-one hydrate; mp. 114.9° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US03989707 |
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| Source dataset | uspto-grants-1976_11 |
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| ORD ID | ord-a749190e73624e179354a6af1cd0beac |
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| Source note | uspto-grants-1976_11 |
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