Hydrochloric Acid → HCID 68960063, compound

Participants

Reaction Steps

To toluene 3.0 mL solution of 4-bromobiphenyl 0.43 g were added 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl 17 mg, tert-butyl 2-amino-4-phenylbenzoate 0.20 g, cesium carbonate 0.48 g, palladium acetate 1.7 mg and tris(dibenzylideneacetone)dipalladium(0) 6.8 mg at room temperature, and it was heated and refluxed for 5 hours and 40 minutes. 2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl 17 mg, tris(dibenzylideneacetone)dipalladium(0) 6.8 mg and palladium acetate 1.7 mg were added to it, and it was heated and refluxed for 2 hours and 20 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, 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=50:1] to give tert-butyl 2-((biphenyl-4-yl)amino)-4-phenylbenzoate 0.24 g of a pale yellow solid.

Provenance & Evidence