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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 376193Generated: October 25, 2026

Isopropenyl acetate → 2-Fluoro-4-biphenylyl acetone

https://huagongshe.com/reaction/376193

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropenyl acetateHCID 7916—
Reactant4-Bromo-2-fluoro-1,1'-biphenylHCID 521063—
ReactantPotassium FluorideHCID 522689—
ReactantTributyltin butoxideHCID 18005932—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
Product2-Fluoro-4-biphenylyl acetoneHCID 1295041878%

Reaction Conditions

Temperature80 °C

Reaction Steps

150 g of 4-bromo-2-fluorobiphenyl, 89.6 g of isopropenyl acetate, 258 ml of tributyltin butoxide and 4.7 g of a palladium chloride-tri(o-phenyl)phosphine complex were added to 300 ml of toluene and the mixture was stirred under heating at 80° C. for 2 hours under a nitrogen atmosphere. The reaction solution was left to cool to room temperature. Then, 1 l of ethyl acetate and 500 ml of a saturated potassium fluoride aqueous solution were added thereto, and the mixture was vigorously stirred. Insoluble matters were separated by filtration, and then the organic layer was collected by separation. The obtained organic layer was post-treated by a conventional method. The product was treated with hexane to obtain 106 g (yield: 78%) of 1-(2-fluoro-4-biphenylyl)-2-propanone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05488149
Source datasetuspto-grants-1996_01
ORD IDord-2d7fdc5a43cd4017bb701985fef699f4
Source noteuspto-grants-1996_01