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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2168065Generated: October 30, 2026

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

https://huagongshe.com/reaction/2168065

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMethyl vinyl ketoneHCID 6570—
ReactantBenzyl 4-(piperidin-1-ylmethylene)piperidine-1-carboxylateHCID 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 numberUS09045475B2
Source datasetuspto-grants-2015_06
ORD IDord-f61470570b6a47568eb86828412bbfb0
Source noteuspto-grants-2015_06