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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 130577Generated: October 28, 2026

Hydrochloric Acid → Benzyl 5-cyano-2,4-dioxo-3-azaspiro[5,5]undecane-1-carboxylate

https://huagongshe.com/reaction/130577

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTolueneHCID 1140—
ReactantSodium hydrideHCID 24758—
Reactant2-Cyano-2-cyclohexylidene-acetamideHCID 263654—
Reactant2,2-DibenzylpropanedioateHCID 7321790—
ProductBenzyl 5-cyano-2,4-dioxo-3-azaspiro[5,5]undecane-1-carboxylateHCID 11233094—

Reaction Steps

3.41 g of dibenzylmalonate, 30 ml of toluene and 0.58 g of 60% sodium hydride in mineral oil are placed in a 100 ml flask equipped with a magnetic stirrer, thermometer and condenser, in a nitrogen atmosphere. After 15 minutes, 1.97 g of cyclohexylidenecyanoacetamide are added. The reaction mixture is left under agitation for 6 hours at 25° C. and is then acidified with 36% HCl. The organic phase is separated and the solvent is evaporated under reduced pressure to obtain 3.18 g of benzyl 5-cyano-2,4-dioxo-3-azaspiro[5,5]undecane-1-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07381823B2
Source datasetuspto-grants-2008_06
ORD IDord-4dd83bc023b84ba9941774ac3e31fffb
Source noteuspto-grants-2008_06