Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 426309Generated: October 27, 2026

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

https://huagongshe.com/reaction/426309

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Chlorophenylboronic acidHCID 74299—
Reactant(3,5-Bis-trifluoromethanesulfonyloxy-phenyl)-acetic acid methyl esterHCID 57666065—
CatalystBis(tri-tert-butylphosphine)palladium(0)HCID 2734558—
Solvent1,2-DimethoxyethaneHCID 8071—
Product(4,4''-Dichloro-[1,1';3',1'']terphenyl-5'-yl)-acetic acid methyl esterHCID 66702504—

Reaction Steps

A solution of (3,5-bis-trifluoromethanesulfonyloxy-phenyl)-acetic acid methyl ester (250 mg, 0.56 mmol), 4-chlorophenyl boronic acid (219 mg, 1.4 mmol), K2CO3 (2 M solution in H2O, 1.1 mL, 2.24 mmol) in DME (4.0 mL) and heated to 80° C. in the presence of bis(tri-t-butylphosphine) palladium (0) (cat) for 4 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 7.61 (t, 1H), 7.55 (d, 4H), 7.46 (d, 2H), 7.42 (d, 4H), 3.75 (s, 2H), 3.73 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08106236B2
Source datasetuspto-grants-2012_01
ORD IDord-a00f3bf499d34775ab76d5f2267bb0c4
Source noteuspto-grants-2012_01