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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 450498Generated: October 31, 2026

Sodium Carbonate → Methyl 4-bromo-5-(2,4-dichlorophenyl)-3-methoxythio-phene-2-carboxylate

https://huagongshe.com/reaction/450498

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(2,4-Dichlorophenyl)boronic acidHCID 2734659—
ReactantMethyl 4,5-dibromo-3-methoxythiophene-2-carboxylateHCID 2808414—
SolventTolueneHCID 1140—
ProductMethyl 4-bromo-5-(2,4-dichlorophenyl)-3-methoxythio-phene-2-carboxylateHCID 6750252847.1%

Reaction Conditions

Temperature110 °C

Reaction Steps

16.60 g of (2,4-dichlorophenyl)boronic acid and then, dropwise, 87 ml of a 2M solution of Na2CO3 are added to a solution of 28.70 g of the compound of step A) in 110 ml of toluene. Argon is sparged into the reaction mixture for 30 minutes, 5.03 g of tetrakis are then added and the mixture is heated at 110° C. for 18 hours. After cooling to AT, 80 ml of distilled water are added to the reaction mixture, 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). 16.21 g of the expected compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486971B2
Source datasetuspto-grants-2013_07
ORD IDord-ba9c01f3100049a6899c8726b0ce7e2d
Source noteuspto-grants-2013_07