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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1267106Generated: October 25, 2026

Sodium Carbonate → HCID 53840489, compound

https://huagongshe.com/reaction/1267106

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantLithium ChlorideHCID 433294—
Reactant4-(Trifluoromethyl)phenylboronic acidHCID 2734389—
ReactantMethyl 4-methoxy-2-(trifluoromethylsulfonyloxy)benzoateHCID 10710352—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductHCID 53840489HCID 5384048991.9%

Reaction Steps

To a stirred solution of 4-methoxy-2-(trifluoro-methanesulfonyloxy)-benzoic acid methyl ester (6.28 g) in toluene (100 mL) was added LiCl (2.54 g) and Pd(PPh3)4 (1.15 g). After few minutes at room temperature, a 2M solution of Na2CO3 (26 mL) was added followed by a solution of 4-trifluoromethylphenyl boronic acid (4.17 g) in EtOH (30 mL). The resulting mixture was stirred under reflux for 6 hours. The mixture was cooled to room temperature and the phases were separated. The organic layer was then dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by flash chromatography eluting with hexane/AcOEt (90/10) to give the title compound (5.7 g) as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06552022B1
Source datasetuspto-grants-2003_04
ORD IDord-41dd6f3e84d0416aa32fd6f77b72f4ba
Source noteuspto-grants-2003_04