Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 450499Generated: October 31, 2026

Sodium Carbonate → Methyl 4-(4-chlorophenyl)-5-(2,4-dichlorophenyl)-3-methoxythiophene-2-carboxylate

https://huagongshe.com/reaction/450499

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Chlorophenylboronic acidHCID 74299—
ReactantMethyl 4-bromo-5-(2,4-dichlorophenyl)-3-methoxythio-phene-2-carboxylateHCID 67502528—
SolventTolueneHCID 1140—
ProductMethyl 4-(4-chlorophenyl)-5-(2,4-dichlorophenyl)-3-methoxythiophene-2-carboxylateHCID 6749551375.6%

Reaction Steps

7.75 g of (4-chlorophenyl)boronic acid and then, dropwise, 40.93 ml of a 2M solution of Na2CO3 are added to a solution of 16.21 g of the compound of step B) in 110 ml of toluene. Argon is sparged into the reaction mixture for 30 minutes, then 2.36 g of Tetrakis are added and heating is carried out at 110° C. for 18 hours. After cooling to AT, the reaction mixture is rinsed with 80 ml of distilled water, then extraction is carried out with 80 ml of EtOAc, drying is carried out over Na2SO4, and the solvent is evaporated off under vacuum. The reaction crude is purified by silica gel chromatography, elution being carried out with heptane and then with a heptane/EtOAc mixture (85/15; v/v). 13.23 g of the expected compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486971B2
Source datasetuspto-grants-2013_07
ORD IDord-16b580ed79724cb39d1800511ed3c0e2
Source noteuspto-grants-2013_07