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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191843Generated: November 2, 2026

Hydrochloric Acid → HCID 68961266, compound

https://huagongshe.com/reaction/2191843

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium IodideHCID 5238—
Reactant4-Fluorobenzyl chlorideHCID 9602—
ReactantPotassium CarbonateHCID 11430—
ReactantTert-butyl 3-amino-[1,1'-biphenyl]-4-carboxylateHCID 58508425—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 68961266HCID 6896126634.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

To N,N-dimethylformamide 0.5 mL solution of 4-fluorobenzyl chloride 35 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 11 hours. After the reaction mixture was cooled to room temperature, sodium iodide 30 mg was added to it at room temperature, and it was stirred at 80° C. for 4 hours and 40 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=100:1] to give tert-butyl 2-(4-fluorobenzylamino)-4-phenylbenzoate 26 mg of a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08327467B2
Source datasetuspto-grants-2012_12
ORD IDord-c88e128451c44897b300713fa337ad4b
Source noteuspto-grants-2012_12