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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1669791Generated: November 2, 2026

Acetic Acid → HCID 67342865, compound

https://huagongshe.com/reaction/1669791

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPiperidineHCID 8082—
ReactantCyclopropylmethyl 3-oxobutanoateHCID 10012135—
Reactant2-Methyl-4-oxo-4H-chromene-8-carbaldehydeHCID 13374883—
SolventDichloromethaneHCID 6344—
ProductHCID 67342865HCID 67342865—

Reaction Steps

500 mg (2.65 mmol) of 2-methyl-4-oxo-4H-chromene-8-carbaldehyde, 798 mg (2.65 mmol) of cyclopropylmethyl 3-oxobutanoate, 38 μl (0.66 mmol) of acetic acid and 66 μl (0.66 mmol) of piperidine in 25 ml of anhydrous dichloromethane are heated after addition of 4 Å molecular sieves (1.5 g) under reflux for 24 h. After cooling, the suspension is filtered with suction and the filtrate is 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 purified by preparative HPLC. 650 mg (74% of theory) of the title compound are obtained as an E/Z mixture.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989633B2
Source datasetuspto-grants-2011_08
ORD IDord-c0904ffa10f4424cb02052c822ad7f87
Source noteuspto-grants-2011_08