Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | 1,4-Dioxane | HCID 31275 | — |
| Edukt | N,N-Bis(2-chloroethyl)benzylamine hydrochloride | HCID 2777881 | — |
| Edukt | 2-(Pyridin-4-yl)acetonitrile | HCID 4112085 | — |
| Katalysator | Hexadecyltributylphosphonium bromide | HCID 84716 | — |
| Produkt | HCID 18945118 | HCID 18945118 | — |
Reaktionsschritte
Combine 4-pyridylacetonitrile (19.4 g, 125 mmol), N-benzyl-N,N-bis-(2-chloroethyl)amine hydrochloride (33.6 g, 125 mmol), and hexadecyltributylphosphonium bromide (3 g, 6 mmol) and a 50% aqueous sodium hydroxide solution. Heat to 100° C. After 1 hour, cool the reaction mixture to ambient temperature and repeatedly extract with diethyl ether. Extract the combined organic layers twice with an aqueous 10% hydrochloric acid solution (350 mL). Combine the aqueous layers and neutralize with an aqueous 50% sodium hydroxide solution. Again extract three times with diethyl ether, combine the organic layers, dry over MgSO4, and filter. Add a solution of hydrochloric acid in dioxane (60 mL 4M, 240 mmol) and evaporate in vacuo to give 1-benzyl-4-cyano-4-(pyridin-4-yl)-piperidine hydrochloride.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05824690 |
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| Quelldatensatz | uspto-grants-1998_10 |
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| ORD ID | ord-a357332337714054ae8a42857444bccd |
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| Quellennotiz | uspto-grants-1998_10 |
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