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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

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-OctanedioneHCID 84192—
ReactantEthyl 1-benzyl-5-(benzylcarbamoyl)pyrrolidine-2-carboxylateHCID 59813968—
Product3,8-Dibenzyl-3,8-diazabicyclo[3.2.1]octane-2,4-dioneHCID 1663749040%

Reaction Conditions

Temperature215 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889667B2
Source datasetuspto-grants-2014_11
ORD IDord-afd1ce3accef4a24a6a29682313a7dae
Source noteuspto-grants-2014_11