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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922123Generated: November 2, 2026

Ethanol → 8-Methoxy-8-(methoxymethyl)-1,3-diazaspiro[4.5]decane-2,4-dione

https://huagongshe.com/reaction/922123

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CyanideHCID 8929—
ReactantAmmonium CarbonateHCID 517111—
Reactant4-Methoxy-4-(methoxymethyl)cyclohexanoneHCID 85743131—
SolventWaterHCID 962—
Product8-Methoxy-8-(methoxymethyl)-1,3-diazaspiro[4.5]decane-2,4-dioneHCID 71246284—

Reaction Conditions

Temperature60 °C

Reaction Steps

5.74 g (59.7 mmol) of ammonium carbonate and 1.46 g (29.8 mmol) of sodium cyanide were dissolved in 33 ml of water. 2.57 g (14.9 mmol) of a solution of the compound from Example 12A in 33 ml of ethanol were added dropwise at room temperature and the mixture was stirred at 60° C. overnight. The reaction mixture was concentrated to a quarter of its original volume and extracted repeatedly with dichloromethane and ethyl acetate, and the organic phases were dried over sodium sulphate, filtered and concentrated. This gave 675 mg (19% of theory) of the title compound as a diastereomer mixture which was reacted without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278925B2
Source datasetuspto-grants-2016_03
ORD IDord-80270b3e310c4d45b6463f212a65ab41
Source noteuspto-grants-2016_03