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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2395722Generated: October 25, 2026

Acetic Acid → 4-[(3,4-Dihydroxy-5-cyanophenyl)methylene]-3,5-pentanedione

https://huagongshe.com/reaction/2395722

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPiperidineHCID 8082—
ReactantPentanal, 3-oxo-HCID 12179—
Reactant5-Formyl-2,3-dihydroxybenzonitrileHCID 15292583—
SolventTolueneHCID 1140—
Product4-[(3,4-Dihydroxy-5-cyanophenyl)methylene]-3,5-pentanedioneHCID 54098226—

Reaction Steps

A mixture 1.6 g of 3,4-dihydroxy-5-cyanobenzaldehyde, 2.0 g of 3,5-pentanedione, 0.2 ml of piperidine and 0.6 ml of acetic acid in 70 ml of toluene was refluxed for 2 h with Dean-Stark separator. The solvent was evaporated in vacuo and the residue was crystallized from acetone-cyclohexane. mp 228°-232° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05489614
Source datasetuspto-grants-1996_02
ORD IDord-dd5989d39665475cb846a8388674bb9e
Source noteuspto-grants-1996_02