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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1784735Generated: October 30, 2026

Benzene, 1-bromo-4-(trifluoromethyl)- → 4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-carboxylic acid

https://huagongshe.com/reaction/1784735

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 1-bromo-4-(trifluoromethyl)-HCID 67872—
Reactant4-Carboxyphenylboronic AcidHCID 312183—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-carboxylic acidHCID 278271971%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a mixed solution of ethylene glycol dimethyl ether (400 ml)-2M aqueous sodium carbonate solution (80 ml), 4-bromobenzotrifluoride (5.0 g), 4-carboxyphenylboronic acid (3.9 g) and tetrakistriphenylphosphinepalladium (2.5 g) were added and stirred at 100° C. for a day and night. Concentrating the reaction liquid under reduced pressure, the residue was extracted with 1N aqueous sodium hydroxide solution, and the aqueous layer was neutralized by gradual addition of conc. sulfuric acid. The precipitated solid was recovered by filtration, washed with water and diethyl ether and dried under reduced pressure to provide the title compound (4.2 g) as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07504412B2
Source datasetuspto-grants-2009_03
ORD IDord-d8faafe0a96540189e61256568c08fed
Source noteuspto-grants-2009_03