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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 238073Erstellt: 24. Oktober 2026

Dimethyl Sulfoxide → Methyl 5,5'-difluoro-2'-nitrobiphenyl-2-carboxylate

https://huagongshe.com/de/reaction/238073

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
Edukt2-Bromo-4-fluoro-1-nitrobenzeneHCID 2756993—
EduktMethyl 2-bromo-4-fluorobenzoateHCID 7210837—
KatalysatorCopperHCID 23978—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelEthyl AcetateHCID 8857—
ProduktMethyl 5,5'-difluoro-2'-nitrobiphenyl-2-carboxylateHCID 67296874113,3%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

To 2-bromo-4-fluoro-1-nitrobenzene (185.16 mg, 0.842 mmol) was added Pd2 dba3 (23.12 mg, 0.025 mmol) and copper powder (271 mg, 4.26 mmol). Dimethylsulfoxide (2.3 ml) and methyl 2-bromo-4-fluorobenzoate (0.122 ml, 0.842 mmol) were added and the mixture was stirred vigorously at 100° C. for 2 h. The mixture was cooled to room temperature, diluted with ethyl acetate (20 ml), and filtered. The filtrate was washed with water and dried (anhydrous Na2SO4) and concentrated to give a yellow oil (279.8 mg). This oil was utilized without purification for the preparation of Example 38b.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08642538B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-8bf63440aae5492c821e7b955315aad5
Quellennotizuspto-grants-2014_02