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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1028983Generated: October 31, 2026

Ethanol → 2-Bromo-3-methyl-3'-(trifluoromethyl)biphenyl

https://huagongshe.com/reaction/1028983

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant4,4,5,5-Tetramethyl-2-[3-(trifluoromethyl)phenyl]-1,3,2-dioxaborolaneHCID 2760604—
Reactant2-Bromo-1-iodo-3-methylbenzeneHCID 50998158—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product2-Bromo-3-methyl-3'-(trifluoromethyl)biphenylHCID 67325906—

Reaction Steps

A solution of 2-bromo-1-iodo-3-methylbenzene (200 mg, 0.67 mmol), 4,4,5,5-tetramethyl-2-(3-(trifluoromethyl)phenyl)-1,3,2-dioxaborolane (220 mg, 0.81 mmol), sodium carbonate (214 mg, 2.02 mmol) and tetrakis(triphenylphosphine) palladium (38.9 mg, 0.034 mmol) in toluene (2.0 mL)/EtOH (1.2 mL)/Water (0.2 mL) was heated in an oil bath at 80° C. overnight. The reaction was concentrated and the resultant residue purified by column chromatography (100% Hexanes) to yield 2-bromo-3-methyl-3′-(trifluoromethyl)biphenyl.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735384B2
Source datasetuspto-grants-2014_05
ORD IDord-da7f9e17a79f471d83fb78fb9d050da7
Source noteuspto-grants-2014_05