Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 445114Generated: October 25, 2026

Hydrochloric Acid → [4-[2-Chloro-4-(trifluoromethyl)phenoxy]phenyl]boronic acid

https://huagongshe.com/reaction/445114

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium CarbonateHCID 11430—
ReactantBenzene, 2-chloro-1-fluoro-4-(trifluoromethyl)-HCID 157153—
Reactant4-Hydroxyphenylboronic acidHCID 2734360—
SolventDimethyl SulfoxideHCID 679—
Product[4-[2-Chloro-4-(trifluoromethyl)phenoxy]phenyl]boronic acidHCID 6797239513.2%

Reaction Conditions

Temperature130 °C

Reaction Steps

A solution of 2-chloro-1-fluoro-4-(trifluoromethyl)benzene (0.95 g), (4-hydroxyphenyl)boronic acid (0.66 g), and potassium carbonate (1.65 g) in DMSO (5.0 mL) was heated with stirring at 130° C. for 20 hours. The resultant reaction mixture was left to be cooled down and was poured into an ice water, and pH of the resultant reaction mixture was adjusted to around 2 with a 10% hydrochloric acid, followed by extracting the reaction mixture with ethyl acetate. From the organic phase, the solvent was distilled off under reduced pressure, and the resultant residue was purified by silica gel column chromatography (eluate; n-hexane:ethyl acetate 100:0 to 50:50) to obtain the subject compound (0.20 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476287B2
Source datasetuspto-grants-2013_07
ORD IDord-41a8d61ec7344509a0cbc969aa69eb85
Source noteuspto-grants-2013_07