Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thiophene | HCID 8030 | — |
| Reactant | Glycine, N-methyl-, hydrochloride (1:1) | HCID 69483 | — |
| Reactant | Cyclopent[a]inden-8(1H)-one, 2,3,3a,8a-tetrahydro- | HCID 316916 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 70360090 | HCID 70360090 | 86.9% |
Reaction Steps
A mixture of 23.4 parts of 2,3,3a,8a-tetrahydrocyclopent[a]inden-8(1H)-one, 31.4 parts of methyl glycine hydrochloride, 1 part of a solution of thiophene in methanol 4%, 400 parts of methanol and 13.3 parts of potassium acetate was hydrogenated at normal pressure and at room temperature with 2.0 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated. The residue was taken up in water and the product was extracted with dichloromethane. The extract was washed with a hydrochloric acid solution and a sodium hydroxide solution, dried, filtered and evaporated, yielding 29.0 parts (86.9%) of methyl N-(1,2,3,3a,8,8a-hexahydrocyclopent[a]inden-8yl)glycine as a residue (int. 3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04927449 |
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| Source dataset | uspto-grants-1990_05 |
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| ORD ID | ord-f1be4b6f5b85437c97c8b22901c67954 |
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| Source note | uspto-grants-1990_05 |
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