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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 15045Erstellt: 24. Oktober 2026

Ethanol → Ethyl 5-(difluoromethoxy)picolinate

https://huagongshe.com/de/reaction/15045

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
EduktDimethylformamideHCID 6228—
EduktTriethylamineHCID 8471—
Edukt2-Bromo-5-(difluoromethoxy)pyridineHCID 23120579—
Katalysatorpalladium(II) acetateHCID 167845—
KatalysatorFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
LösungsmittelHCID 178418416HCID 178418416—
ProduktEthyl 5-(difluoromethoxy)picolinateHCID 6843033880%

Reaktionsschritte

A DMF (15 mL)-ethanol (15 mL) mixed solvent solution of 2-bromo-5-difluoromethoxypyridine (1.32 g, 5.89 mmols), palladium acetate (132 mg, 0.59 mmol), 1,1′-bis(diphenylphosphino)ferrocene (654 mg, 1.18 mmols) and triethylamine (1.6 mL, 11.8 mmols) was stirred overnight at 50° C. in carbon monoxide atmosphere. The reaction liquid was cooled to room temperature and the solvent was concentrated under reduced pressure. Ethyl acetate was added to the resulting residue, followed by washing with water and drying over anhydrous magnesium sulfate. Concentrating the solvent under reduced pressure, the residue was purified on silica gel column chromatography (C-300, hexane:ethyl acetate=4:1-3:2) to provide the title compound (1.03 g, 80%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07732456B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-c61847675b0b4ea78310640084b42d11
Quellennotizuspto-grants-2010_06