Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | 1-Benzyl-4-piperidone | HCID 19220 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethylacetate heptane | HCID 21899848 | — |
| Product | HCID 25219319 | HCID 25219319 | 98.4% |
Reaction Steps
100 g (5 equiv.) of pyrrolidine were added to a solution of 50 g (1 equiv.) of 1-benzylpiperidin-4-one in 250 ml of ethanol, and stirring was carried out for 10 minutes at room temperature. 25 ml (0.5 equiv.) of hydrochloric acid were then added dropwise, over a period of 10 minutes, to the reaction mixture, and stirring was carried out for 30 minutes at room temperature. 55 g (3 equiv.) of potassium cyanide dissolved in 250 ml of water were added to this reaction mixture, and stirring was carried out for three days at room temperature. The progress of the reaction was monitored by thin-layer chromatography (50% EtOAc/heptane). When the reaction was complete, the solid that had formed was filtered off and washed with ice-water (3×150 ml). The resulting solid was then suspended in ethyl acetate and dried with Na2SO4. After removal of the solvent under reduced pressure, 70 g of crude product were obtained in the form of a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08269000B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-a6328bcae44f44b0a6f0c83d2cca2d1e |
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| Source note | uspto-grants-2012_09 |
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