Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitromethane | HCID 6375 | — |
| Reactant | 1-Methyl-4-piperidone | HCID 74049 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 14153812 | HCID 14153812 | — |
Reaction Steps
To a solution of sodium ethoxide prepared by dissolving 23 g (1 mole) of sodium in 1500 ml of ethanol was added dropwise a mixture of 113 g (1 mole) of 1-methyl-4-piperidinone and 75 g (1.3 mole) of nitromethane at a rate so as to maintain a temperature (preheated) of 50° C. The solution was stirred for 4 hr and 150 g of acetic acid was added dropwise. The mixture was filtered and the filtrate was concentrated. The residue was crystallized from ethyl acetate. The resulting solid was dissolved in 1 liter of ethanol and treated with 2 teaspoonsful of Raney nickel catalyst. The mixture was hydrogenated for 3 hr at ambient temperature. The residue was crystallized from acetonitrile. Yield of title compound was 80 g (39%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04746655 |
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| Source dataset | uspto-grants-1988_05 |
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| ORD ID | ord-0a70538820ed4b1c953799bd20a71a3d |
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| Source note | uspto-grants-1988_05 |
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