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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2273022Generated: October 31, 2026

Ethanol → 1,3,7-Triazaspiro[4.5]decane-2,4-dione

https://huagongshe.com/reaction/2273022

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPotassium CyanideHCID 9032—
ReactantAmmonium CarbonateHCID 517111—
ReactantTert-butyl 3-oxopiperidine-1-carboxylateHCID 2756825—
SolventWaterHCID 962—
Product1,3,7-Triazaspiro[4.5]decane-2,4-dioneHCID 12652263—

Reaction Conditions

Temperature90 °C

Reaction Steps

3-Oxo-piperidine-1-carboxylic acid tert-butyl ester and potassium cyanide (1.3 eq) are dissolved in ethanol before ammonium carbonate (8 eq.) in water is added. The mixture is heated to 90° C. for 2 h and monitored by LCMS. Upon completion, the solvent is removed in vacuum. The residue is diluted with water and the product filtered off. Boc-deprotection under standard conditions gives the desired hydantoine as HCl-salt ready for further modifications.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120804B2
Source datasetuspto-grants-2015_09
ORD IDord-f264eaad28044afbb68239437130b56a
Source noteuspto-grants-2015_09