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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 130578Generated: November 3, 2026

Ethyl Acetate → 5-Cyano-2,4-dioxo-3-azaspiro[5,5]undecane-1-carboxylic acid

https://huagongshe.com/reaction/130578

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantBenzyl 5-cyano-2,4-dioxo-3-azaspiro[5,5]undecane-1-carboxylateHCID 11233094—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product5-Cyano-2,4-dioxo-3-azaspiro[5,5]undecane-1-carboxylic acidHCID 1114936899.7%

Reaction Conditions

Temperature12 °C

Reaction Steps

1.8 g of benzyl 5-cyano-2,4-dioxo-3-azaspiro[5,5]undecane-1-carboxylate, 25 ml of ethyl acetate and 0.09 g of 5% Pd/C are placed in a 100 ml flask equipped with a magnetic stirrer, thermometer and condenser. The mixture is stirred for 4 hours at 12° C. under a hydrogen atmosphere. 10 ml methanol are added and the mixture is filtered through celite. The solvent is evaporated at 20° C. under reduced pressure to obtain 1.32 g of 5-cyano-2,4-dioxo-3-azaspiro[5,5]undecane-1-carboxylic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07381823B2
Source datasetuspto-grants-2008_06
ORD IDord-d16334f49c0a4770b0e2ff5dc1979eff
Source noteuspto-grants-2008_06