Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 426307Generated: October 29, 2026

Potassium Carbonate → (4''-Chloro-4-trifluoromethyl-[1,1';3',1'']terphenyl-5'-yl)-acetic acid methyl ester

https://huagongshe.com/reaction/426307

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Chlorophenylboronic acidHCID 74299—
Reactant(5-Trifluoromethanesulfonyloxy-4'-trifluoromethyl-biphenyl-3-yl)-acetic acid ethyl esterHCID 57666648—
CatalystBis(tri-tert-butylphosphine)palladium(0)HCID 2734558—
Solvent1,2-DimethoxyethaneHCID 8071—
Product(4''-Chloro-4-trifluoromethyl-[1,1';3',1'']terphenyl-5'-yl)-acetic acid methyl esterHCID 66702480—

Reaction Steps

A solution of (5-trifluoromethanesulfonyloxy-4′-trifluoromethyl-biphenyl-3-yl)-acetic acid ethyl ester (100 mg, 0.2 mmol), 4-chlorophenyl boronic acid (41 mg, 0.24 mmol), K2CO3 (2 M solution in H2O, 220 μL, 0.4 mmol) in DME (2.0 mL) was heated to 80° C. in the presence of bis(tri-t-Butylphosphine) palladium (0) (cat) for 2 hrs. The mixture was cooled to room temperature filtered, diluted with EtOAc, washed with Na2CO3, dil HCl, brine, dried (MgSO4) and evaporated under reduced pressure to give an off white solid. The residue was purified by flash column chromatography (EtOAc:petroleum ether), 1H NMR (CDCl3) δ 7.71 (s, 4H), 7.65-7.68 (m, 1H), 7.42 (d, 2H), 7.52-7.48 (m, 2H), 7.36 (d, 2H), 3.77 (s, 2H), 3.74 (s, 3H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08106236B2
Source datasetuspto-grants-2012_01
ORD IDord-a60f05894bb24b6dbb06173cde999b9b
Source noteuspto-grants-2012_01