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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 928649Generated: October 30, 2026

Sodium Carbonate → HCID 90384207, compound

https://huagongshe.com/reaction/928649

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1,4-DioxaneHCID 31275—
Reactant4-Hydroxyphenylboronic acidHCID 2734360—
Reactant7-Bromo-5-fluoro-1-benzofuranHCID 22144816—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
ProductHCID 90384207HCID 9038420776%

Reaction Conditions

Temperature100 °C

Reaction Steps

To the compound (210 mg, 0.977 mmol) of Step 1, 4-hydroxyphenylboronic acid (162 mg, 1.17 mmol), sodium carbonate (228 mg, 2.15 mmol), and Pd(dppf)Cl2 (catalytic amount), 1,4-dioxane (1.2 mL) and water (0.4 mL) were added, and stirred at 100° C. for 2 hours. The reaction solution was concentrated under reduced pressure. To the residue, ethyl acetate and 1 N hydrochloric acid were added and stirred. After that, the insoluble material was filtered off, and extraction was performed with ethyl acetate. The organic phase was washed with saturated brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled away under reduced pressure. The resulting residue was purified by silica gel chromatography (hexane/ethyl acetate) to thus obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290487B2
Source datasetuspto-grants-2016_03
ORD IDord-8a39641bd5ee416b9f89aace09422eb7
Source noteuspto-grants-2016_03