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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1912235Erstellt: 27. Oktober 2026

Isopropanol → 3-Fluoro-4'-(4-propylcyclohexyl)biphenyl-4-ol

https://huagongshe.com/reaction/1912235

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktIsopropanolHCID 3776—
EduktPotassium CarbonateHCID 11430—
Edukt4-Bromo-2-fluorophenolHCID 2724981—
Edukt4-(trans-4-Propylcyclohexyl)phenylboronic AcidHCID 3104710—
LösungsmittelWaterHCID 962—
Produkt3-Fluoro-4'-(4-propylcyclohexyl)biphenyl-4-olHCID 5856849055,2%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

Dichlorobistriphenylphosphinepalladium (0.143 g) was added to a mixture of 4-(4-propylcyclohexyl)phenylboronic acid (10.0 g), 2-fluoro-4-bromophenol (7.76 g), potassium carbonate (11.2 g) and isopropyl alcohol (90 ml) under a stream of nitrogen, and the mixture was heated to reflux at 70° C. for 4 hours. The reaction mixture was poured into water, which was extracted with diethyl ether. The extract was washed with water three times and the solvent was distilled off. The residue was purified by silica gel-column chromatography (solvent: toluene/ethyl acetate=10/1 by volume), and then by recrystallization-filtration (solvent: toluene/heptane=0.5/2 by volume) to give colorless crystals of 3-fluoro-4′-(4-propylcyclohexyl)biphenyl-4-ol (7.0 g, GC purity: 95%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08609207B2
Quelldatensatzuspto-grants-2013_12
ORD IDord-b94ad96e1ee6426fba0f01c98761210c
Quellennotizuspto-grants-2013_12