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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 452719Generated: October 31, 2026

1,2-Dimethoxyethane → HCID 44481757, compound

https://huagongshe.com/reaction/452719

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant4-Fluorophenylboronic acidHCID 285645—
ReactantHCID 44480697HCID 44480697—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 44481757HCID 4448175769%

Reaction Steps

A mixture of 2-(3-bromo-1-benzofuran-5-yl)-5-methyl-1,3,4-oxadiazole (251 mg, 0.900 mmol), (4-fluorophenyl)boronic acid (140 mg, 1.00 mmol), tetrakis(triphenylphosphine)palladium(0) (31.2 mg, 0.0270 mmol), sodium carbonate (212 mg, 2.00 mmol), 1,2-dimethoxyethane (5 mL) and water (1 mL) was heated overnight under reflux under an argon atmosphere. After cooling, the reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1) and recrystallized from hexane/ethyl acetate to give the title compound (182 mg, yield 69%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492378B2
Source datasetuspto-grants-2013_07
ORD IDord-055a91e051db4e8ca418c99394e771e7
Source noteuspto-grants-2013_07