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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 542443Generated: October 25, 2026

3-(N-methyl N-benzylamino)quinuclidine → N-methyl-1-azabicyclo[2.2.2]octan-3-amine

https://huagongshe.com/reaction/542443

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(N-methyl N-benzylamino)quinuclidineHCID 20208725—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
ProductN-methyl-1-azabicyclo[2.2.2]octan-3-amineHCID 1977538443%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 33.3 g of 3-(N-methyl N-benzylamino)quinuclidine and 16 g of palladium on charcoal at 10% (50% humidity) in 500 ml of ethanol is heated in an autoclave at 80° C. for 6 hours 30 minutes and under a hydrogen pressure of 6 bars. Then it is filtered, the solvent is evaporated (under a good vacuum and when cold) and the residue is distilled (Boiling point [24 mm/Hg]=110° C.). Thus the expected product is obtained with a yield of 43%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04657911
Source datasetuspto-grants-1987_04
ORD IDord-3b80428736fd436a975fcd7ff827a8c7
Source noteuspto-grants-1987_04