HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336129Generated: October 29, 2026
2,4-Octanedione → 3,8-Dibenzyl-3,8-diazabicyclo[3.2.1]octane-2,4-dione
https://huagongshe.com/reaction/336129
Participants
| Role | Name | HCID | Charge |
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| Reactant | 2,4-Octanedione | HCID 84192 | — |
| Reactant | Ethyl 1-benzyl-5-(benzylcarbamoyl)pyrrolidine-2-carboxylate | HCID 59813968 | — |
| Product | 3,8-Dibenzyl-3,8-diazabicyclo[3.2.1]octane-2,4-dione | HCID 16637490 | 40% |
Reaction Steps
2.1]octane-2,4-dione (LXVI). Ethyl 1-benzyl-5-(benzylcarbamoyl)pyrrolidine-2-carboxylate (LXV, 0.00122 mol, 450 mg) was heated under stirring at 210-220° C. for 3 h under atmospheric pressure and the formed ethyl alcohol was collected. After completion of the reaction (checked by TLC), the reaction mixture was cooled at room temperature and the residue was purified by column chromatography (silica gel, 60-120 mesh; EA-Hexane, 2:8) to afford the 3,8-dibenzyl-3,8-diazabicyclo[3.2.1]octane-2,4-dione in 40-45% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08889667B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-afd1ce3accef4a24a6a29682313a7dae |
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| Source note | uspto-grants-2014_11 |
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