ChemicalBook CAS DataBase List 3-BENZYL-3,8-DIAZABICYCLOOCTANE[3.2.1]-2,4-DIONE

3-BENZYL-3,8-DIAZABICYCLOOCTANE[3.2.1]-2,4-DIONE synthesis

5synthesis methods

Product Name:3-BENZYL-3,8-DIAZABICYCLOOCTANE[3.2.1]-2,4-DIONE
CAS Number:96483-83-9
Molecular formula:C13H14N2O2
Molecular Weight:230.26

3,8-dibenzyl-3,8-diazabicyclo[3.2.1]octane-2,4-dione

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3-BENZYL-3,8-DIAZABICYCLOOCTANE[3.2.1]-2,4-DIONE

96483-83-9
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Yield:96483-83-9 80%

Reaction Conditions:

with hydrogenchloride;palladium 10% on activated carbon;hydrogen in methanol;water at 20; for 4 h;

Steps:

11

To a stirred solution of 3,8-dibenzyl-3,8-diazabicyclo[3.2.1]octane-2,4-dione (0.00025 mol, 80 mg) in MeOH (2 mL) containing few drops of HCl was hydrogenated with 10% Pd-C (8 mg) for 4 h at room temperature. After completion of the reaction (checked by TLC), the reaction mixture was filtered through celite and the filtrate was concentrated under reduced pressure. The crude residue was purified by column chromatography (silica gel, 60-120 mesh; EA-Hexane, 6:4) to afford the 3-benzyl-3,8-diazabicyclo[3.2.1]octane-2,4-dione (LXVI) in 80% yield.

References:

US9404081,2016,B2 Location in patent:Page/Page column 178

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References