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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1669759Generated: October 31, 2026

Acetic Acid → 3-[(5-Fluoro-2-methyl-4-oxo-4H-chromen-8-yl)methylene]pentane-2,4-dione

https://huagongshe.com/reaction/1669759

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPiperidineHCID 8082—
ReactantAcetylacetoneHCID 31261—
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
Reactant5-fluoro-2-methyl-4-oxo-4H-chromene-8-carbaldehydeHCID 57438888—
SolventDichloromethaneHCID 6344—
Product3-[(5-Fluoro-2-methyl-4-oxo-4H-chromen-8-yl)methylene]pentane-2,4-dioneHCID 57503327—

Reaction Steps

239 mg (1.16 mmol) of 5-fluoro-2-methyl-4-oxo-4H-chromene-8-carbaldehyde, 0.14 ml (1.28 mmol) of 2,4-pentanedione, 0.085 ml (1.45 mmol) of acetic acid and 0.01 ml (0.12 mmol) of piperidine are heated under reflux in 25 ml of anhydrous dichloromethane for 3 h. After addition of 80 mg of pyridinium para-toluenesulfonate and heating under reflux for a further 12 h, the reaction solution is washed with water and with brine and concentrated. 308.4 mg (91% of theory) of a red oil are obtained and are directly reacted further.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989633B2
Source datasetuspto-grants-2011_08
ORD IDord-db6e0eac82194819a5559165d1d1e581
Source noteuspto-grants-2011_08