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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2243585Generated: October 31, 2026

Acetonitrile → HCID 58608143, compound

https://huagongshe.com/reaction/2243585

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantSodium CarbonateHCID 10340—
Reactant3-Carboxyphenylboronic acidHCID 2733957—
ReactantHCID 58608105HCID 58608105—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 58608143HCID 58608143—

Reaction Conditions

Temperature85 °C

Reaction Steps

To a mixture of iodide 4f (2.94 g, 6.89 mmol, 1.0 equiv), 3-carboxyphenylboronic acid (1.26 g, 7.57 mmol, 1.1 equiv), tetrakis(triphenylphosphine)palladium (0.796 g, 0.689 mmol, 0.1 equiv), and sodium carbonate (2.92 g, 27.6 mmol, 4.0 equiv), was added MeCN (30 mL) and H2O (30 mL). The slurry was heated at 85° C. for 8 h. After cooling to rt, EtOAc (ca. 100 mL) and H2O (ca. 50 mL) were added. The aqueous layer was separated, filtered, and acidified with 1N HCl. The resulting white precipitate was filtered to provide acid 4k. MS (MH+) 422; Calculated 421.1 for C27H19NO4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07674907B2
Source datasetuspto-grants-2010_03
ORD IDord-73ab7d618713449997160b95e27afd23
Source noteuspto-grants-2010_03