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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1877144Erstellt: 25. Oktober 2026

1,2-Dimethoxyethane → 5-(2-Fluoro-3-methoxyphenyl)-2-methylfuran-3-carbaldehyde

https://huagongshe.com/reaction/1877144

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DimethoxyethaneHCID 8071—
EduktSodium CarbonateHCID 10340—
Edukt2-Fluoro-3-methoxyphenylboronic acidHCID 4985744—
Edukt5-Bromo-2-methylfuran-3-carbaldehydeHCID 46941673—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
Produkt5-(2-Fluoro-3-methoxyphenyl)-2-methylfuran-3-carbaldehydeHCID 8664638193,1%

Reaktionsschritte

A mixture of 5-bromo-2-methylfuran-3-carbaldehyde (1.3 g), 2-fluoro-3-methoxyphenylboronic acid (1.4 g), tetrakis(triphenylphosphine)palladium(0) (0.4 g), 2N aqueous sodium carbonate solution (9 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 30% ethyl acetate/hexane), and crystallized from ethyl acetate/hexane to give the title compound (1.5 g, 93%) as a yellow crystal.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08309580B2
Quelldatensatzuspto-grants-2012_11
ORD IDord-16c23b011cfe4399839ec491acacc64a
Quellennotizuspto-grants-2012_11