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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1915991Generated: November 3, 2026

3,4,5-Trimethoxybenzaldehyde → Trimethoxybenzylidene pentanedione

https://huagongshe.com/reaction/1915991

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4,5-TrimethoxybenzaldehydeHCID 6858—
ReactantPiperidineHCID 8082—
ReactantAcetylacetoneHCID 31261—
SolventCyclohexaneHCID 8078—
ProductTrimethoxybenzylidene pentanedioneHCID 67772502—

Reaction Steps

3-(3,4,5-trimethoxybenzylidene)-2,4-pentanedione (hereinafter “HSS”) was prepared by the condensation of 3,4,5-trimethoxy 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 HSS is about 68% with a purity, as determined by GC, of 99.1%. HSS is an off-white free-flowing powder with a melting point of 83-86° C. with a λmax at 319 nm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08617528B2
Source datasetuspto-grants-2013_12
ORD IDord-72946f87abbe4ad595c6c987876149ea
Source noteuspto-grants-2013_12