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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1168037Generated: October 25, 2026

Sodium Chloride → 3-(Aminomethyl)biphenyl

https://huagongshe.com/reaction/1168037

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantSodium CarbonateHCID 10340—
ReactantPhenyl dihydrogen orthoborateHCID 78412—
Reactant3-Bromobenzylamine hydrochlorideHCID 2724980—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
Product3-(Aminomethyl)biphenylHCID 276036884.2%

Reaction Steps

18.25 g of 3-bromobenzylamine hydrochloride, 17.39 g of sodium carbonate in aqueous solution (120 ml) and 1.90 g of tetrakis(triphenylphosphine)palladium (0) were added to toluene (240 ml) under a nitrogen atmosphere. The resulting solution was mixed with 10.00 g of phenylboric acid in ethanol (120 ml) at room temperature with stirring and refluxed under heating for 2 hours. After the reaction, the reaction solution was cooled to room temperature, poured into saturated aqueous sodium chloride and extracted with ethyl acetate, and the organic layer was dried over anhydrous magnesium sulfate and evaporated under reduced pressure for removal of the solvent to give 11.18 g of crude 3-phenylbenzylamine as a brown viscous liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06620961B1
Source datasetuspto-grants-2003_09
ORD IDord-3c5f2be8e55849fb8b582c0bf4b5e6ee
Source noteuspto-grants-2003_09