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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2373814Generated: October 31, 2026

Cesium fluoride → 5-Chloro-4-methoxy-4'-trifluoromethyl-biphenyl-3-carboxylic acid methyl ester

https://huagongshe.com/reaction/2373814

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
Reactant4-(Trifluoromethyl)phenylboronic acidHCID 2734389—
ReactantMethyl 5-bromo-3-chloro-2-methoxybenzoateHCID 11346502—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
Product5-Chloro-4-methoxy-4'-trifluoromethyl-biphenyl-3-carboxylic acid methyl esterHCID 6920718476.4%

Reaction Conditions

Temperature85 °C

Reaction Steps

4-Trifluoromethylphenylboronic acid (0.815 g, 4.29 mmol) was added to a solution of 5-Bromo-3-chloro-2-methoxy-benzoic acid methyl ester (1.0 g, 3.57 mmol), Pd(PPh3)4 (0.2 g, 0.178 mmol) and CsF (1.08 g, 7.15 mmol) in DME (10 mL ) and heated at 85° C. for 10 h. The reaction was diluted with EtOAc (20 mL) and filtered, filtrate was washed water, brine and dried over Na2SO4. Solvent was removed under reduced pressure and the silicagel column chromatography gave pure 5-Chloro-4-methoxy-4′-trifluoromethyl-biphenyl-3-carboxylic acid methyl ester (0.94 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07459472B2
Source datasetuspto-grants-2008_12
ORD IDord-e88e7ec2290d45b9816d91f42f94d7bf
Source noteuspto-grants-2008_12