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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947233Generated: November 1, 2026

Acetic Acid → HCID 66991894, compound

https://huagongshe.com/reaction/1947233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPiperidineHCID 8082—
ReactantEthyl AcetoacetateHCID 8868—
Reactant2-Methyl-4-oxo-4H-chromene-8-carbaldehydeHCID 13374883—
SolventDichloromethaneHCID 6344—
ProductHCID 66991894HCID 66991894—

Reaction Steps

5 g (26.57 mmol) of 2-methyl-4-oxo-4H-chromene-8-carbaldehyde, 3.4 ml (26.57 mmol) of ethyl 3-oxobutanoate, 1.9 ml (33.21 mmol) of acetic acid and 263 μl (2.66 mmol) of piperidine in 50 ml of anhydrous dichloromethane are stirred under reflux with a water trap for 24 h. After cooling, the solution is diluted with dichloromethane (50 ml) and washed successively with saturated sodium bicarbonate solution and saturated sodium chloride solution. The organic phase is dried over magnesium sulfate and concentrated. The residue is recrystallized from isopropanol. 7.63 g (91% of theory) of the title compound are obtained as an E/Z mixture.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399471B2
Source datasetuspto-grants-2013_03
ORD IDord-87a9105e00af4e9b921b6c0076e879bc
Source noteuspto-grants-2013_03