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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2071148Generated: November 1, 2026

Sodium Carbonate → HCID 11278136, compound

https://huagongshe.com/reaction/2071148

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1,3-Benzenedicarboxylic acid, 5-bromo-, 1,3-dimethyl esterHCID 103954—
Reactant(3-Chlorophenyl)boronic acidHCID 2734323—
CatalystHCID 178418397HCID 178418397—
SolventDiethyl EtherHCID 3283—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 11278136HCID 11278136—

Reaction Conditions

Temperature90 °C

Reaction Steps

To dimethyl 5-bromoisophthalate (880 mg, 3.22 mmol) (commercial source: Matrix scientific) in 1,4-dioxane (15 ml), 3-chlorophenyl boronic acid) (756 mg, 4.83 mmol), sodium carbonate (2M aqueous solution) (1.38 gms in 6.5 ml water) and Pd(PPh3)4 (370 mg, 0.32 mmol) was added and heated at 90° C. for 5 h. Then reaction mixture was diluted with ether, washed with water, brine and dried. Volatiles were removed under vacuum and the crude residue was column chromatographed (10% ethylacetate/90% hexanes) to yield 700 mg of dimethyl 3′-chlorobiphenyl-3,5-dicarboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299267B2
Source datasetuspto-grants-2012_10
ORD IDord-80af291279df4860bcddcd9099d83066
Source noteuspto-grants-2012_10