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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 627764Erstellt: 25. Oktober 2026

Ethanol → Methyl 5'-fluoro-2'-nitrobiphenyl-2-carboxylate

https://huagongshe.com/reaction/627764

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
EduktSodium CarbonateHCID 10340—
Edukt2-Bromo-4-fluoro-1-nitrobenzeneHCID 2756993—
Edukt2-(Methoxycarbonyl)benzeneboronic acidHCID 2773496—
Katalysatorpalladium(II) acetateHCID 167845—
Katalysator2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
LösungsmittelDichloromethaneHCID 6344—
ProduktMethyl 5'-fluoro-2'-nitrobiphenyl-2-carboxylateHCID 6729693656,9%

Reaktionsschritte

To a microwave vessel was added 2-(methoxycarbonyl)phenylboronic acid (63.4 mg, 0.352 mmol), 2-bromo-4-fluoro-1-nitrobenzene (77 mg, 0.35 mmol), diacetoxypalladium (0.93 mg, 4.1 μmol) and dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine (3.47 mg, 8.45 μmol). Ethanol (1760 μl) and sodium carbonate (176 μl, 0.352 mmol) were added and the mixture was reacted in a microwave reactor at 100° C. for 30 min. The reaction mixture was diluted with dichloromethane, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by preparative thin layer chromatography (eluant: 9:1 hexane/ethyl acetate) to provide methyl 5′-fluoro-2′-nitrobiphenyl-2-carboxylate (37a, 54.8 mg, 0.199 mmol, 56.6% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09309279B2
Quelldatensatzuspto-grants-2016_04
ORD IDord-de5216e5a08342268e6cdce9a3e4ecd9
Quellennotizuspto-grants-2016_04