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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1877127Generated: November 2, 2026

1,2-Dimethoxyethane → HCID 86646379, compound

https://huagongshe.com/reaction/1877127

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant(4-Methoxy-2-methylphenyl)boronic acidHCID 2773486—
Reactant5-Bromo-2-methylfuran-3-carbaldehydeHCID 46941673—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 86646379HCID 8664637994%

Reaction Steps

A mixture of 5-bromo-2-methylfuran-3-carbaldehyde (1.5 g), 4-methoxy-2-methylphenylboronic acid (1.7 g), tetrakis(triphenylphosphine)palladium(0) (0.5 g), 2N aqueous sodium carbonate solution (10 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 (1.7 g, 94%) as a pale-yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309580B2
Source datasetuspto-grants-2012_11
ORD IDord-8a2ecdd3e7d8470d97f09862f8adda29
Source noteuspto-grants-2012_11