Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | HCID 3919551 | HCID 3919551 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 54043378 | HCID 54043378 | — |
Reaction Steps
A mixture of 99.4 g of the 1-(3-phenyl-2-propenyl)-4-piperidinecarboxamide, 25 ml of phosphorus oxychloride and 30 g of sodium chloride are suspended in 750 ml of 1,2-dichloroethane and heated to its reflux temperature with vigorous stirring for a period of 2 hours. After several minutes at the reflux temperature a white precipitate separates. The reaction mixture is cooled, a 10% sodium hydroxide solution is added and the mixture extracted with diethyl ether. The combined extracts are washed with water, followed by a solution of sodium chloride, dried (MgSO4) and concentrated in vacuo. The residual oil is distilled under reduced pressure to yield the desired 1-(3-phenyl-2-propenyl)-4-piperidinecarbonitrile as a viscous, colorless oil, b.p. 169°-76° C./0.35-0.70 mm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04244955 |
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| Source dataset | uspto-grants-1981_01 |
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| ORD ID | ord-39c6ec15d4d8410385b85c8ca1eaf097 |
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| Source note | uspto-grants-1981_01 |
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