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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 536175Generated: October 29, 2026

Cesium carbonate → HCID 86697028, compound

https://huagongshe.com/reaction/536175

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-Chloro-3-(trifluoromethyl)benzyl bromideHCID 2778114—
ReactantPotassium trifluoro(4-formylphenyl)borate(1-)HCID 23697319—
CatalystHCID 178418807HCID 178418807—
SolventWaterHCID 962—
SolventCyclopentyl methyl etherHCID 138539—
ProductHCID 86697028HCID 8669702851.9%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a suspension of 4-(bromomethyl)-1-chloro-2-(trifluoromethyl)benzene (4.5 g, 16.45 mmol), potassium trifluoro(4-formylphenyl)borate (3.52 g, 16.62 mmol), PdCl2(dppf)-CH2Cl2 adduct (0.672 g, 0.823 mmol) and Cs2CO3 (16.08 g, 49.4 mmol) in cyclopentyl methyl ether (100 mL) and water (100 mL). The mixture was charged with Argon and stirred for overnight at 80° C. The result mixture was cooled to room temperature and partitioned with water 100 mL and ethyl acetate 100 mL. The organic phase was washed by water, brine and dried over sodium sulfate, the solvent was removed and the residue was purified via flash column chromatography. Removed the solvent afforded the title compound (2.55 g). LC-MS (ESI): m/z 299 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859573B2
Source datasetuspto-grants-2014_10
ORD IDord-881d5b2c67b74d76915324d994e800fa
Source noteuspto-grants-2014_10