Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1877124Generated: October 30, 2026

1,2-Dimethoxyethane → HCID 23074282, compound

https://huagongshe.com/reaction/1877124

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant(3-Methoxyphenyl)boronic acidHCID 2734370—
ReactantMethyl 5-bromo-2-methylfuran-3-carboxylateHCID 15534190—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 23074282HCID 2307428293%

Reaction Steps

A mixture of methyl 5-bromo-2-methyl-3-furancarboxylate (2.2 g), 3-methoxyphenylboronic acid (1.8 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 20% ethyl acetate/hexane), and crystallized from ethyl acetate/hexane to give the title compound (2.3 g, 92%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309580B2
Source datasetuspto-grants-2012_11
ORD IDord-1a4e392eebf5451e8a0c0e68f113badb
Source noteuspto-grants-2012_11