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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1669770Generated: October 30, 2026

Acetic Acid → HCID 57503335, compound

https://huagongshe.com/reaction/1669770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant1,1,1-Trifluoro-2,4-pentanedioneHCID 73943—
Reactant2-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 643756—
Reactant2-Methyl-4-oxo-4H-chromene-8-carbaldehydeHCID 13374883—
SolventIsopropanolHCID 3776—
ProductHCID 57503335HCID 57503335—

Reaction Steps

A solution of 2.1 g (11.16 mmol) of 2-methyl-4-oxo-4H-chromene-8-carbaldehyde in 60 ml of 2-propanol is mixed with 1.44 g (11.16 mmol) of ethyl 3-aminocrotonate, 17.2 g (111.6 mmol) of 1,1,1-trifluoro-2,4-pentanedione and 0.96 ml (16.74 mmol) of acetic acid and stirred under reflux for 12 h. After cooling, the reaction mixture is concentrated and the residue is taken up in 30 ml of acetic acid and again stirred under reflux for 12 h. After cooling, the reaction mixture is concentrated, and the residue is purified by preparative HPLC. The product fractions are concentrated and purified again on an Analogix cartridge (mobile phase: cyclohexane/ethyl acetate 2:1). 0.212 g (4.4% of theory) of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989633B2
Source datasetuspto-grants-2011_08
ORD IDord-87b09840d6794ccf912b76825f9a96a8
Source noteuspto-grants-2011_08