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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 347815Generated: November 1, 2026

HCID 86595841, compound → Ethyl (3R)-2-azabicyclo[2.2.2]octane-3-carboxylate

https://huagongshe.com/reaction/347815

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 86595841HCID 86595841—
CatalystPalladium hydroxideHCID 9942167—
SolventEthyl AcetateHCID 8857—
ProductEthyl (3R)-2-azabicyclo[2.2.2]octane-3-carboxylateHCID 1581178347.4%

Reaction Conditions

Temperature45 °C

Reaction Steps

To a solution of ethyl (1R, 3R, 4S)-2-[(S)-1-phenylethyl]-2-azabicyclo[2.2.2]oct-5-ene-3-carboxylate (1.20 g, 4.17 mmol) in ethyl acetate (52 ml) was added 20 wt % Pd(OH)2 (0.878 g), and the mixture was stirred under a hydrogen atmosphere at 45° C. for 14 hours. After a filtration through Celite, the solvent was concentrated. The residue was purified by silica gel column chromatography (1%–5% methanol/chloroform), to give ethyl (3R)-2-azabicyclo [2.2.2]octane-3-carboxylate (0.362 g, 47%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07176217B2
Source datasetuspto-grants-2007_02
ORD IDord-2152fee1cf5b4f29bf64787d371f0142
Source noteuspto-grants-2007_02