Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,1'-(4-Chlorobutylidene)bis(4-fluorobenzene) | HCID 76820 | — |
| Reactant | HCID 13792105 | HCID 13792105 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Methyl Isobutyl Ketone | HCID 7909 | — |
| Product | HCID 21500261 | HCID 21500261 | — |
Reaction Steps
A mixture of 3.5 parts of 1,1-bis(4-fluorophenyl)-4-chlorobutane, 3.65 parts of 6-chloro-1,3-dihydro-7-methyl-1-(4-piperidinyl)- 2H-benzimidazol-2-one, 2.65 parts of sodium carbonate, 0.1 parts of potassium iodide and 100 parts of 4-methyl-2-pentanone is stirred and refluxed for 36 hours. After cooling to room temperature, water is added and the layers are separated. The organic phase is dried, filtered and evaporated. The residue is converted into the hydrochloride salt in methylbenzene. The aqueous- and methylbenzene phases are decanted and discarded. From the sticky residual salt, the free base is liberated in the conventional manner and extracted with trichloromethane. The extract is dried, filtered and evaporated. The residue is crystallized from 4-methyl-2-pentanone, yielding 6-chloro-1-{1-[4,4-bis(4-fluorophenyl)butyl]-4-piperidinyl}-1,3-dihydro-7-methyl-2H-benzimidazol-2-one; mp. 171.9° 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-383a480ae8da45138eaa1191392e412e |
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| Source note | uspto-grants-1976_11 |
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