Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Chloro-1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one | HCID 104607 | — |
| Reactant | HCID 70471643 | HCID 70471643 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 13151515 | HCID 13151515 | — |
Reaction Steps
A mixture of 1.74 g of cis-2-(4-fluorophenyl)-4-(iodomethyl)tetrahydrofuran, 1.5 g of 1-(4-piperidyl)-5-chloro-benzimidazolin-2-one and 0.8 g of potassium carbonate in 20 ml of dimethylformamide is heated with stirring at 70° C. for 16 hours. The reaction mixture is then poured into water and extracted with ethyl acetate. The extract is washed with water and dried over magnesium sulfate, and the solvent is distilled off under reduced pressure. The crystalline residue is recrystallized from ethanol to give 1-[1-(cis-2-(4-fluorophenyl)-tetrahydro-4-furylmethyl)-4-piperidyl]-5-chloro-benzimidazolin-2-one as colorless prisms, melting at 207.5°-208.5° C. The corresponding maleate melts at 207° C. with decomposition.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04414216 |
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| Source dataset | uspto-grants-1983_11 |
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| ORD ID | ord-8540e3a313dd412ba1dcecea108f3b63 |
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| Source note | uspto-grants-1983_11 |
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