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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1915992Generated: November 1, 2026

Piperidine → 3-(3,4-Dimethoxybenzylidene)-2,4-pentanedione

https://huagongshe.com/reaction/1915992

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantVeratraldehydeHCID 8419—
ReactantAcetylacetoneHCID 31261—
SolventCyclohexaneHCID 8078—
Product3-(3,4-Dimethoxybenzylidene)-2,4-pentanedioneHCID 1237990—

Reaction Steps

3-(3,4-dimethoxybenzylidene)-2,4-pentanedione (hereinafter “Compound 2”) was prepared by the condensation of 3,4-dimethoxy benzaldehyde with acetyl acetone in the presence of piperidine and cyclohexane as the reaction medium at reflux temperature under continuous azeotropic water removal. The reaction takes about eight hours to complete. The reaction product was purified by crystallization with methanol. The typical yield of Compound 2 is about 67% with a purity, as determined by GC, of about 99.5%. Compound 2 is an off-white free-flowing powder having a melting point of 104-108° C. with a λmax at 335 nm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08617528B2
Source datasetuspto-grants-2013_12
ORD IDord-6b2553c8a4104da79afd70516e0aba02
Source noteuspto-grants-2013_12