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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075166Generated: October 29, 2026

Sodium Carbonate → HCID 58415370, compound

https://huagongshe.com/reaction/2075166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Fluoro-4-formylbenzeneboronic acidHCID 16218045—
Reactant2-Benzyl-5-bromo-1-benzofuranHCID 22768909—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 58415370HCID 58415370—

Reaction Steps

A solution of 2-fluoro-4-formylphenylboronic acid (58 mg, 0.348 mmol), 2-benzyl-5-bromobenzofuran (50 mg, 0.174 mmol), tetrakis(triphenylphosphine) palladium(0) (20 mg, 0.0174 mmol) and sodium carbonate (106 mg, 1.0 mmol) in 1,4-dioxane (4 mL) and water (1 mL) was heated at 100° C. for 12 h. The mixture was partitioned between brine (20 mL) and EtOAc (20 mL). The organic layer was dried. Removal of solvents gave the residue which was purified by silica gel column chromatography (ISCO system, 30% dichloromethane in hexanes) to give the product as a off white solid: 1H NMR (400 MHz, CDCl3) δ 10.0 (s, 1H), 7.61-7.75 (m, 5H), 7.27-7.51 (m, 7H), 6.45 (s, 1H), 4.14 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919519B2
Source datasetuspto-grants-2011_04
ORD IDord-2b0043bee3f44d369723d74443f33815
Source noteuspto-grants-2011_04