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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1843892Generated: November 2, 2026

Hydrochloric Acid → 3-[4-(Trifluoromethyl)phenyl]prop-2-enoic acid

https://huagongshe.com/reaction/1843892

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMalonic AcidHCID 867—
ReactantEthyl AcetateHCID 8857—
Reactant4-(Trifluoromethyl)benzaldehydeHCID 67996—
CatalystPiperidineHCID 8082—
SolventPyridineHCID 1049—
SolventHexaneHCID 8058—
Product3-[4-(Trifluoromethyl)phenyl]prop-2-enoic acidHCID 74940119%

Reaction Conditions

Temperature105 °C

Reaction Steps

Malonic acid (3.58 g, 0.03 mol) and piperidine (0.28 mL, 0.0028 mol) were added to a solution of 4-trifluoromethyl-benzaldehyde (5 g, 0.028 mol) in pyridine (50 mL) at room temperature under nitrogen atmosphere. The resulting mixture was refluxed at 105° C. for 20 minutes under nitrogen atmosphere. The reaction was monitored by TLC (50% ethylacetate in hexane). The reaction mixture was cooled to room temperature, followed by the addition of 6N HCl and filtered. The residue was washed with n-hexane (20 mL) and dried under reduced pressure to afford 7.2 g of the crude product which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946260B2
Source datasetuspto-grants-2015_02
ORD IDord-ed0ac94ff4e4443bbf01eb3b97947c82
Source noteuspto-grants-2015_02