Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | HCID 66987988 | HCID 66987988 | — |
| Catalyst | Rhodium | HCID 23948 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 66988160 | HCID 66988160 | 93% |
Reaction Steps
The following are introduced into a Parr bomb: 582 mg (1.83 mmol) of tert-butyl 4-phenyl-4-propionylpiperidine-1-carboxylate, 300 mg of rhodium on alumina and 0.5 mL of acetic acid in 15 mL of dioxane. The reaction mixture is placed under a hydrogen pressure of 6 bar and stirred at 80° C. for 16 hours. The reaction is stopped, filtered through Celite and washed with dichloromethane. The solvents are evaporated off and the residue is then chromatographed on silica gel (eluent: 95/5 heptane/ethyl acetate). 549 mg of tert-butyl 4-cyclohexyl-4-propionylpiperidine-1-carboxylate in the form of a colourless oil are obtained in a yield of 93%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08877968B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-1122e82bef014603b5cca50eb0fce927 |
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| Source note | uspto-grants-2014_11 |
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