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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923502Generated: November 1, 2026

Toluene → HCID 118308724, compound

https://huagongshe.com/reaction/923502

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPotassium FluorideHCID 522689—
ReactantTri(butyl)vinyltinHCID 53438229—
ReactantAcetamide, N-[(2-bromophenyl)methyl]-2,2,2-trifluoro-HCID 57470274—
CatalystHCID 178418397HCID 178418397—
SolventEthyl AcetateHCID 8857—
ProductHCID 118308724HCID 118308724—

Reaction Conditions

Temperature130 °C

Reaction Steps

Under an argon atmosphere, to a mixture of 2.47 g of N-(2-bromobenzyl)-2,2,2-trifluoroacetamide and 25 ml of toluene were added 1.02 g of tetrakis(triphenylphosphine)palladium(0) and 3.10 g of tributylvinyltin, followed by stirring at 130° C. for 17 hours. The reaction mixture was left to be cooled to room temperature, and ethyl acetate and a 10% aqueous potassium fluoride solution were then added thereto, followed by stirring. The reaction mixture was filtered over Celite and the organic layer was washed with a saturated aqueous sodium hydrogen carbonate solution and a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. The solvent was then evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 1.71 g of 2,2,2-trifluoro-N-(2-vinylbenzyl)acetamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278968B2
Source datasetuspto-grants-2016_03
ORD IDord-04625414846b43089777857b52ef81e6
Source noteuspto-grants-2016_03