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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191840Generated: November 1, 2026

Hydrochloric Acid → HCID 68960305, compound

https://huagongshe.com/reaction/2191840

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantCesium carbonateHCID 10796—
Reactant1-Fluoro-2-iodobenzeneHCID 67673—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantTert-butyl 3-amino-[1,1'-biphenyl]-4-carboxylateHCID 58508425—
Catalystpalladium(II) acetateHCID 167845—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 68960305HCID 6896030557.6%

Reaction Steps

To 1-fluoro-2-iodobenzene 0.11 g were added 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl 9.5 mg, tris(dibenzylideneacetone)dipalladium(0) 3.7 mg, palladium acetate 0.90 mg, tert-butyl 2-amino-4-phenylbenzoate 54 mg, cesium carbonate 0.13 g and toluene 1.0 mL at room temperature, and it was heated and refluxed for 9 hours and 30 minutes. After the reaction mixture was cooled to room temperature, ethyl acetate and 1.0 mol/L hydrochloric acid were added to it. The organic layer was separated and collected, dried over anhydrous magnesium sulfate after washing with saturated sodium chloride aqueous solution, the solvent was removed under reduced pressure. The obtained residue was refined by silica gel column chromatography [Fuji SILYSIA Chemical Ltd., PSQ100B(spherical type), eluent];hexane:ethyl acetate=200:1] to give tert-butyl 2-(2-fluoroanilino)-4-phenylbenzoate 42 mg of a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08327467B2
Source datasetuspto-grants-2012_12
ORD IDord-b8520b55a142452da17a6c8f2bdac450
Source noteuspto-grants-2012_12