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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 737094Generated: October 27, 2026

Toluene → 3-Phenyl-1-(2'-trifluoromethyl-biphenyl-4-ylmethyl)-piperidine

https://huagongshe.com/reaction/737094

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
Reactant2-(Trifluoromethyl)benzeneboronic acidHCID 2734387—
Reactant1-(4-Bromo-benzyl)-3-phenyl-piperidineHCID 57849571—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
Product3-Phenyl-1-(2'-trifluoromethyl-biphenyl-4-ylmethyl)-piperidineHCID 23585153100%

Reaction Conditions

Temperature120 °C

Reaction Steps

100 mg of 1-(4-Bromo-benzyl)-3-phenyl-piperidine was combined with 862 mg of 2-(Trifluoromethyl)phenyl boronic acid, 35 mg of tetrakis(triphenylphosphine)palladium(0), 1.015 mL of 2M sodium carbonate solution, 2.7 mL toluene and 1.4 mL ethanol. The reaction mixture was heated in a sealed tube at 120° C. overnight in an oil bath. The reaction mixture was filtered through Celite and concentrated in vacuo. The residue was purified by reverse phase HPLC. ES MS (+) m/z 396, 100% yield

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595397B2
Source datasetuspto-grants-2009_09
ORD IDord-527e515d03b640fea44c6f1f08e9e9f7
Source noteuspto-grants-2009_09