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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1455553Generated: November 3, 2026

3-Ethoxycarbonylmethylene-9-aza-bicyclo[3.3.1]nonane-9-carboxylic acid tert-butyl ester → 3-Ethoxycarbonylmethyl-9-aza-bicyclo[3.3.1]nonane-9-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1455553

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Ethoxycarbonylmethylene-9-aza-bicyclo[3.3.1]nonane-9-carboxylic acid tert-butyl esterHCID 68443200—
CatalystAdams' catalystHCID 345198—
SolventEthanolHCID 702—
Product3-Ethoxycarbonylmethyl-9-aza-bicyclo[3.3.1]nonane-9-carboxylic acid tert-butyl esterHCID 68442000—

Reaction Steps

390 mg of 3-ethoxycarbonylmethylene-9-aza-bicyclo[3.3.1]nonane-9-carboxylic acid tert-butyl ester are dissolved in 50 ml of EtOH and hydrogenated (50 bar, RT) in the presence of 100 mg of PtO2 as a catalyst. From the mixture obtained the catalyst is filtrated off and 3-ethoxycarbonylmethyl-9-aza-bicyclo[3.3.1]nonane-9-carboxylic acid tert-butyl ester in the form of a mixture of the syn and anti isomers is obtained. 13C-NMR: 172.95, 172.88, 155.55, 154.44, 79.46, 79.42, 60.63, 47.40, 45.96, 45.88, 44.60, 43.77, 40.69, 37.01, 36.63, 32.24, 32.03, 31.40, 31.02, 29.61, 29.21, 29.17, 27.43, 20.60, 14.65, 14.07.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07482462B2
Source datasetuspto-grants-2009_01
ORD IDord-bd724c94f438403ea5497c8551b4e7b5
Source noteuspto-grants-2009_01