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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191838Generated: November 2, 2026

Hydrochloric Acid → HCID 68962151, compound

https://huagongshe.com/reaction/2191838

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-BromobiphenylHCID 7101—
ReactantCesium carbonateHCID 10796—
ReactantTert-butyl 2-amino-4-phenethylbenzoateHCID 58508624—
Catalystpalladium(II) acetateHCID 167845—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Catalyst2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 68962151HCID 6896215155.1%

Reaction Steps

To toluene 1.0 mL solution of 4-bromobiphenyl 0.12 g were added 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl 4.8 mg, tert-butyl 2-amino-4-phenethylbenzoate 60 mg, cesium carbonate 0.13 g, palladium acetate 0.50 mg and tris(dibenzylideneacetone)dipalladium(0) 1.8 mg at room temperature, and it was heated and refluxed for 5 hours and 30 minutes. 2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl 4.8 mg, palladium acetate 0.50 mg and tris(dibenzylideneacetone)dipalladium(0) 1.8 mg were added to it, and it was heated and refluxed for 7 hours. 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, and 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-((biphenyl-4-yl)amino)-4-phenethylbenzoate 50 mg of a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08327467B2
Source datasetuspto-grants-2012_12
ORD IDord-38a6f9da42d14ab28052057c37d77e9a
Source noteuspto-grants-2012_12