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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 645346Generated: October 29, 2026

Water → 3-Benzyl-8-methyl-3,8-diazabicyclo[3.2.1]octane

https://huagongshe.com/reaction/645346

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-Benzyl-8-methyl-3,8-diazabicyclo[3.2.1]octane-2,4-dioneHCID 286821—
Reactantdioxane LiAlH4HCID 86616386—
Solvent1,4-DioxaneHCID 31275—
Product3-Benzyl-8-methyl-3,8-diazabicyclo[3.2.1]octaneHCID 422671—

Reaction Steps

To a solution of 3-benzyl-8-methyl-3,8-diazabicyclo[3.2.1]octane-2,4-dione (28.3 g, 0.116 mol) in 200 ml of absolute dioxane LiAlH4 (7.6 g, 0.2 mol) was added and the mixture boiled under argon for 18 h. Then a mixture of water (7.5 ml) and dioxane (40 ml) was added dropwise to the reaction mixture. The suspension was mixed for 20 min and filtered trough a dense glass filter. The filtrate was evaporated and the residue was distilled on Büchi oven for distillation at 120° C. and 0.1 mbar. Yield 17.6 g (70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07704991B2
Source datasetuspto-grants-2010_04
ORD IDord-80da9147929747ff8873c4716c53bf3a
Source noteuspto-grants-2010_04