Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | N-(2-Aminoethyl)piperidine | HCID 33944 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | HCID 22723091 | HCID 22723091 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15541414 | HCID 15541414 | — |
Reaction Steps
1,1′-Carbonyldiimidazole (740 mg) was dissolved in a solution of 2-(1-piperidyl) ethylamine (0.50 ml) in anhydrous tetrahydrofuran (18 ml) under the nitrogen gas atmosphere and then the mixture was stirred at room temperature for 20 minutes. N-(2-Hydroxyethyl)-2-cyclohexylethylamine hydrochloride (875 mg) was added to the reaction solution and the mixture was refluxed with heating for 3 hours. Ether was added to the reaction solution with ice cooling, the resulting mixture was washed with saturated aqueous sodium hydrogen carbonate solution and saturated sodium chloride aqueous solution in this order, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resulting oily product was purified through the silica gel column chromatography to give the title compound (Compound 1-1, 1.01 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06534499B2 |
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| Source dataset | uspto-grants-2003_03 |
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| ORD ID | ord-2e81b3f91f58496393295e8fcf187196 |
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| Source note | uspto-grants-2003_03 |
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