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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1035986Generated: October 26, 2026

Acetic Acid → Benzyl 9-oxo-3-azaspiro(5.5)undec-7-ene-3-carboxylate

https://huagongshe.com/reaction/1035986

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMethyl vinyl ketoneHCID 6570—
ReactantHCID 86642880HCID 86642880—
SolventEthanolHCID 702—
ProductBenzyl 9-oxo-3-azaspiro(5.5)undec-7-ene-3-carboxylateHCID 23435732—

Reaction Steps

To a solution of EXAMPLE 265A (15.88 g) in ethanol (300 mL) was added but-3-enone (3.89 g). The mixture was stirred at reflux overnight. Then acetic acid (30 mL) was added to the mixture which was stirred at reflux again overnight. The mixture was then concentrated under vacuum and the residue was diluted with ethyl acetate (400 mL) and washed with water and brine and dried over Na2SO4. After filtration and evaporation of the solvent, column purification gave the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546399B2
Source datasetuspto-grants-2013_10
ORD IDord-f3e055aa1cef46f0967a7a41cbbf4afe
Source noteuspto-grants-2013_10