Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Phenylacetone | HCID 7678 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86735614 | HCID 86735614 | 60% |
Reaction Steps
To a solution prepared from 3 g sodium metal in 100 ml absolute methanol there was added 45 g methyl benzyl ketone. The resulting solution was refluxed for 30 minutes, cooled to 0° C. and 39 g 2-methylene-3-quinuolidinone was added. The solution was stirred at ambient temperature during 48 hours, netralized by the addition of 3 ml acetic acid and the solvents were removed under reduced pressure. There was obtained a crude oil which was extracted with chloroform. After evaporation of the solvent there was obtained 52 g (a yield of 60%) of the desired product, M.P. from acetone, 125.7° C. Treatment with hydrochloric acid gave the corresponding hydrochloride salt, M.P. above 300° C. (dec.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04183938 |
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| Source dataset | uspto-grants-1980_01 |
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| ORD ID | ord-4c67d95ce54a4bd086117f2e062dfd87 |
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| Source note | uspto-grants-1980_01 |
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