Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyanogen Bromide | HCID 10476 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 20343978 | HCID 20343978 | — |
| Reactant | HCID 20343979 | HCID 20343979 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 20343953 | HCID 20343953 | — |
Reaction Steps
A solution of 3.2 g of 4-ethylcarbonyl-1-methyl-4-(2-phenylthiophenyl)piperidine, free base of Example 5 in 300 ml of chloroform is added portionwise over a 10 minute span to a refluxing mixture of 7.5 g of potassium carbonate and 2.0 g of cyanogen bromide in 30 ml of chloroform. After total addition, stirring is continued at reflux for two additional hours. Thereafter, the mixture is filtered and the filtrate is concentrated to dryness, leaving an oil residue. The residue is taken up in about 50 ml of ethyl alcohol and the alcoholic solution is heated on a steam bath for 5-10 minutes before evaporating off the solvent. The resulting oil solidifies on standing and the solid is recrystallized from a benzene-hexane mixture to provide 1-cyano-4-ethylcarbonyl-4-(2-phenylthiophenyl)-piperidine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04198419 |
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| Source dataset | uspto-grants-1980_04 |
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| ORD ID | ord-aff2da5b48ce4099a26e20a5df5efeb4 |
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| Source note | uspto-grants-1980_04 |
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