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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 902319Erstellt: 25. Oktober 2026

Sodium Hydroxide → 2',6'-Dichloro-5-fluoro-2-methoxybiphenyl

https://huagongshe.com/reaction/902319

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
Edukt1-Bromo-2,6-dichlorobenzeneHCID 29568—
Edukt5-Fluoro-2-methoxyphenylboronic acidHCID 2782673—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWater 1,2-dimethoxyethaneHCID 18180031—
Produkt2',6'-Dichloro-5-fluoro-2-methoxybiphenylHCID 5864695587%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

To a solution of 2,6-dichlorobromobenzene (3.5 g, 15.7 mmol) and sodium hydroxide (3.14 g, 78.5 mmol) in DME-water (2:1) was added 5-fluoro-2-methoxybenzene boronic acid (4.0 g, 23.5 mmol) at 90° C., followed by tetrakis(triphenylphosphine)palladium (0) (0.9 g, 0.78 mmol). The reaction mixture was heated at 90° C. overnight and cooled to room temperature. The mixture was extracted with methylene chloride and washed with water. The organic solvent was removed under vacuum. Chromatography with 5% ethyl acetate in hexanes afforded 2.62 g (87%) of 2′,6′-dichloro-5-fluoro-2-methoxybiphenyl as a colorless oil. MS (EI) m/z 270 (M+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07365095B2
Quelldatensatzuspto-grants-2008_04
ORD IDord-2542c6f5ef0c48458405b2ca8702a00d
Quellennotizuspto-grants-2008_04