Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | Ethanone, 2-(4-piperidinyl)-1-(4-quinolinyl)- | HCID 3062061 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethylene Glycol | HCID 8117 | — |
| Product | HCID 3062079 | HCID 3062079 | 81.4% |
Reaction Steps
A mixture of 13 g of 2-(4-piperidyl)-1-(4-quinolyl)-ethanone, prepared as indicated in Example 1, and 10 ml of 98% hydrazine hydrate in 150 ml of diethylene glycol is heated at 180° C. for 2 hours. After cooling, 15 g of sodium hydroxide pellets are added and the mixture is kept at 180° C. for 18 hours. The reaction mixture is diluted with water, extracted with chloroform. The organic phase is washed with water, dried and evaporated under reduced pressure. 10 g of the desired product are obtained, which is converted into the hydrochloride by the action of hydrochloric acid in ethanol. 7.2 g of 4-[2-(4-piperidyl)-ethyl]-quinoline are obtained in the form of monohydrated dihydrochloride which melts at 210° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04505916 |
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| Source dataset | uspto-grants-1985_03 |
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| ORD ID | ord-1248c7c4111444eea4b5c5954815f4da |
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| Source note | uspto-grants-1985_03 |
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