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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1267108Erstellt: 26. Oktober 2026

Sodium Carbonate → 5'-Chloro-2'-methyl4-trifluoromethyl-biphenyl

https://huagongshe.com/reaction/1267108

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt2-Bromo-4-chloro-1-methylbenzeneHCID 609898—
Edukt4-(Trifluoromethyl)phenylboronic acidHCID 2734389—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelMethanolHCID 887—
LösungsmittelTolueneHCID 1140—
Produkt5'-Chloro-2'-methyl4-trifluoromethyl-biphenylHCID 1854544693,7%

Reaktionsschritte

To a solution of 2-bromo-4-chloro-toluene (20.5 g) in toluene (100 mL) was added Pd(PPh3)4 (1 g) and the mixture was stirred at room temperature under N2 for 0.25 hours. A 2M solution of Na2CO3 (100 mL) was then added, followed by the dropwise addition of 4-trifluoromethylphenyl boronic acid (19 g) in MeOH (100 mL). The resulting mixture was heated under reflux for 48 hours. The mixture was then cooled to room temperature and the phases were separated. The organic layer was then dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by flash chromatography eluting with petroleum ether/AcOEt (90/10) to give the title compound (25.3 g) as a colorless liquid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06552022B1
Quelldatensatzuspto-grants-2003_04
ORD IDord-5008ef1b3ea04cb88930c85a9ab56e0f
Quellennotizuspto-grants-2003_04