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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1877138Generated: November 1, 2026

1,2-Dimethoxyethane → HCID 68516153, compound

https://huagongshe.com/reaction/1877138

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant3-Fluorophenylboronic acidHCID 2733986—
ReactantMethyl 5-bromo-2-methylfuran-3-carboxylateHCID 15534190—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 68516153HCID 6851615392%

Reaction Steps

A mixture of methyl 5-bromo-2-methyl-3-furancarboxylate (2.2 g), 3-fluorophenylboronic acid (1.7 g), tetrakis(triphenylphosphine)palladium(0) (0.6 g), 2N aqueous sodium carbonate solution (12 mL) and 1,2-dimethoxyethane (20 mL) was stirred overnight with refluxing under an argon atmosphere. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (0% ethyl acetate/hexane to 15% ethyl acetate/hexane), and crystallized from ethyl acetate/hexane to give the title compound (2.1 g, 92%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309580B2
Source datasetuspto-grants-2012_11
ORD IDord-87af462716a64c3d946e8f616556d75f
Source noteuspto-grants-2012_11