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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38301Generated: October 26, 2026

Piperidine → 4-hydroxy-3-[3-[3-chloro-4-(trifluoromethoxy)phenyl]1-oxo-2-propenyl]-2H-1-benzopyran-2-one

https://huagongshe.com/reaction/38301

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant3-Chloro-4-(trifluoromethoxy)benzaldehydeHCID 2778891—
Reactant3-Acetyl-4-hydroxy-2H-chromen-2-oneHCID 54677403—
SolventChloroformHCID 6212—
Product4-hydroxy-3-[3-[3-chloro-4-(trifluoromethoxy)phenyl]1-oxo-2-propenyl]-2H-1-benzopyran-2-oneHCID 7621111436.2%

Reaction Steps

A mixture of 2.25 g of 3-acetyl-4-hydroxy-2H-1-benzopyran-2-one, 2.25 g of 3-chloro-4-(trifluoromethoxy)benzaldehyde, 20 ml of chloroform and 0.7 ml of piperidine was heated under refluxing for 2 hours and 30 minutes. After cooled to room temperature, the reaction mixture was concentrated under reduced pressure, and the residue was subjected to column chromatography. Resulting crystals were washed with 40 ml of t-butyl methyl ether to obtain 1.49 g of 4-hydroxy-3-[3-[3-chloro-4-(trifluoromethoxy)phenyl]-1-oxo-2-propenyl]-2H-1-benzopyran-2-one [Compound No. (1c-6)] was obtained as a yellow crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524729B2
Source datasetuspto-grants-2013_09
ORD IDord-f556d4fe01f1480cb1a856a18b6c926a
Source noteuspto-grants-2013_09