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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191842Generated: November 2, 2026

Hydrochloric Acid → Tert-butyl 2-benzylamino-4-phenylbenzoate

https://huagongshe.com/reaction/2191842

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
ReactantTert-butyl 3-amino-[1,1'-biphenyl]-4-carboxylateHCID 58508425—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl 2-benzylamino-4-phenylbenzoateHCID 6896190462.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

To N,N-dimethylformamide 0.5 mL solution of benzyl bromide 41 mg were added tert-butyl 2-amino-4-phenylbenzoate 54 mg and potassium carbonate 55 mg at room temperature, and it was stirred at 80° C. for 9 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=100:1] to give tert-butyl 2-benzylamino-4-phenylbenzoate 45 mg of a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08327467B2
Source datasetuspto-grants-2012_12
ORD IDord-3c9768f7b9e64e6cb859d8c207fec0e2
Source noteuspto-grants-2012_12