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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2110156Generated: October 31, 2026

Ethyl Acetate → 3-(4-Trifluoromethoxyphenyl)-3,9-diaza-bicyclo[3.3.1]nonane-2,4-dione

https://huagongshe.com/reaction/2110156

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant2,4-NonanedioneHCID 80314—
Reactant9-Benzyl-3-(4-trifluoromethoxy-phenyl)-3,9-diaza-bicyclo[3.3.1]nonane-2,4-dioneHCID 67046041—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product3-(4-Trifluoromethoxyphenyl)-3,9-diaza-bicyclo[3.3.1]nonane-2,4-dioneHCID 67045999—

Reaction Steps

3-(4-trifluoromethoxy-phenyl)-3,9-diaza-bicyclo|3.3.1|nonane-2,4-dione: A mixture of 9-benzyl-3-(4-trifluoromethoxy-phenyl)-3,9-diaza-bicyclo[3.3.1]nonane-2,4-dione (120 mg, 0.3 mmol), 10% Pd/C (20 mg, 0.02 mmol Pd), ethyl acetate (8 mL), and ethanol (2 mL) were stirred vigorously under an atmosphere of H2. After 2 h, more ethanol (2 mL) was added. After an additional 16 h, the reaction was filtered through Celite and concentrated to give 3-(4-trifluoromethoxy-phenyl)-3,9-diaza-bicyclo[3.3.1]nonane-2,4-dione: MS (ESI): 315.4 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07517884B2
Source datasetuspto-grants-2009_04
ORD IDord-c3b325ef54b74e6fa52a490b8f4de9ef
Source noteuspto-grants-2009_04