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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1266630Generated: October 31, 2026

1-Chloro-4-(trifluoromethyl)benzene → 4-trifluoromethyl-cinnamic Acid Butyl Ester

https://huagongshe.com/reaction/1266630

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-4-(trifluoromethyl)benzeneHCID 7394—
ReactantButyl AcrylateHCID 8846—
ReactantSodium CarbonateHCID 10340—
ReactantHCID 22679109HCID 22679109—
CatalystPalladium ChlorideHCID 24290—
CatalystTetrabutylammonium BromideHCID 74236—
SolventDimethylacetamideHCID 31374—
Product4-trifluoromethyl-cinnamic Acid Butyl EsterHCID 69896051—

Reaction Conditions

Temperature130 °C

Reaction Steps

4-chlorobenzotrifluoride (0.71 g, 5 mmols), acrylic acid butyl ester (0.97 g, 7.6 mmols), sodium carbonate (0.81 g, 7.6 mmols), tetrabutylammonium bromide (161 mg, 0.5 mmol) and 4 ml DMA are placed under argon in a reaction flask and heated to 130° C. Afterwards, 22 mg of dinorbornyl phosphine in 1 ml of DMA and 0.2 ml of a 0.25 M PdCl2 solution in DMA are dispensed in after one another. The reaction mixture is stirred for 10 hours at 130° C. and then cooled. The yield determined in the reaction mixture by gas chromatography is 95% (GC).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06548684B2
Source datasetuspto-grants-2003_04
ORD IDord-c1b0239beb084960953ecdd8dd89130a
Source noteuspto-grants-2003_04