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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 130579Generated: October 27, 2026

Hydrochloric Acid → 3-Azaspiro(5.5)undecane-2,4-dione

https://huagongshe.com/reaction/130579

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 5-cyano-2,4-dioxo-3-azaspiro[5,5]undecane-1-carboxylateHCID 11323033—
SolventWater ethanolHCID 19096565—
Product3-Azaspiro(5.5)undecane-2,4-dioneHCID 1432468.5%

Reaction Conditions

Temperature20 °C

Reaction Steps

10 g of methyl 5-cyano-2,4-dioxo-3-azaspiro[5,5]undecane-1-carboxylate and 5 g of NaOH dissolved in 125 ml of 2:1 ethanol/water are placed in a 250 ml flask equipped with mechanical agitator, thermometer and condenser. The mixture is heated under reflux for 1.5 hours, acidified with 5% HCl to pH 2 and heated under reflux for 3 hours. By cooling to 20° C. a precipitate is formed which is filtered off, washed with water and dried under vacuum. 4.7 g of 2,4-dioxo-3-azaspiro[5,5]undecane are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07381823B2
Source datasetuspto-grants-2008_06
ORD IDord-1b865930ef554f46af6702e236808c8f
Source noteuspto-grants-2008_06