Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5-chloro-N-cyclohexylpentanamide | HCID 11672974 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 14178413 | HCID 14178413 | 63% |
Reaction Steps
Take up the 5-chloro-pentanoic acid cyclohexylamide in THF (700 mL), add sodium hydride (31 g, 60% dispersion on mineral oil, 775 mmol) and heat at 70° C. 19 h. Cool the mixture, filter through a fritted funnel, wash the filtrate with brine, dry the organic layer over sodium sulfate and evaporate. Purify the residue by column chromatography on silica gel (eluting 50% to 100% ethyl acetate) to obtain 1-cyclohexyl-piperidin-2-one as a beige solid (8.8 g, 63%). MS (EI) m/z=181 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07713979B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-e05bdfc5b4bc4509a7791cfb1ad9da94 |
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| Source note | uspto-grants-2010_05 |
|---|