Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1518455Generated: November 3, 2026

Cesium carbonate → HCID 21252717, compound

https://huagongshe.com/reaction/1518455

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-Benzyloxy-phenylboronic acidHCID 2734314—
Reactant1-Bromo-3,3,3-trifluoroprop-1-eneHCID 5708383—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 21252717HCID 2125271774.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 4-(benzyloxy)phenylboronic acid (1026 mg, 4.50 mmol, Alfa Aesar), (E)-1-bromo-3,3,3-trifluoroprop-1-ene (262 mg, 1.5 mmol, SynQuest), 1,1′-bis(diphenylphosphino)ferrocene-palladium(II) dichloride dichloromethane complex (122 mg, 0.15, Combiphos Catalysts, Inc.) and cesium carbonate (2444 mg, 7.50 mmol, Aldrich) in Water (0.5 mL) and DMF (3.0 mL) was heated under microwave conditions (90° C., 20 min) The reaction mixture was diluted with EtOAc and filtered. The filtrate was washed with water and brine, dried (Na2SO4) and concentrated in vacuo. The residual was purified by flash chromatography on silica gel (0 to 100% EtOAc/hexanes) to yield the title compound (310 mg, 74%) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08232404B2
Source datasetuspto-grants-2012_07
ORD IDord-f74eca4073294a61b3c327832149b579
Source noteuspto-grants-2012_07