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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1582394Generated: November 2, 2026

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

https://huagongshe.com/reaction/1582394

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Benzyl-3,8-diazabicyclo[3.2.1]octane-2,4-dioneHCID 14839575—
ReactantAluminium lithium hydrideHCID 21226445—
SolventDiethyl EtherHCID 3283—
Product3-Benzyl-3,8-diazabicyclo[3.2.1]octaneHCID 1243059496%

Reaction Steps

To a stirred suspension of LiAlH4 (1.37 g, 36.1 mmol) in dry Et2O (23 mL) was added a solution of 3-benzyl-3,8-diazabicyclo[3.2.1]octane-2,4-dione (2.74 g, 11.9 mmol) in dry Et2O (27.5 mL) dropwise at 0° C. Then the mixture was refluxed for 46 h. After cooling down, the mixture was quenched with H2O (1.4 mL), 15% aq. NaOH (1.4 mL) and H2O (4.1 mL) successively, filtered through celite. The filtrate was concentrated in vacuo to provide a product (2.3 g, 96%) as a yellow oil. This product was used for the next reaction without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06734306B2
Source datasetuspto-grants-2004_05
ORD IDord-e383b49460a64b5a846a8e59d45edf4d
Source noteuspto-grants-2004_05