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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 592130Erstellt: 26. Oktober 2026

Toluene → Ethyl 2-(4-(2-methylpyridin-4-yl)phenyl)acetate

https://huagongshe.com/reaction/592130

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktSodium CarbonateHCID 10340—
EduktEthyl (4-iodophenyl)acetateHCID 14974990—
Edukt2-Methylpyridine-4-boronic acid pinacol esterHCID 16414274—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelEthanolHCID 702—
ProduktEthyl 2-(4-(2-methylpyridin-4-yl)phenyl)acetateHCID 58447956—

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

To a sealed tube were added 2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (2.2 g, 10 mmol), ethyl 2-(4-iodophenyl)acetate 26-1 (2.9 g, 10 mmol), Pd(PPh3)4 (0.231 g, 0.2 mmol), toluene (30 mL), ethanol (10 mL) and 2M Na2CO3 (10 mL). The reaction mixture was flushed with nitrogen and stirred at 90° C. for 10 hours. After cooled down to room temperature, the reaction mixture was diluted into 200 mL ethyl acetate and washed with saturated sodium bicarbonate solution and then brine. The organic phase was dried over Na2SO4 and then taken to dryness by rotary evaporation. The crude product was purified by silica gel flash chromatography, eluted with 50% ethyl acetate in hexane to give ethyl 2-(4-(2-methylpyridin-4-yl)phenyl)acetate 26-2 as an oil. MS m/z 256.1 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09238646B2
Quelldatensatzuspto-grants-2016_01
ORD IDord-12ecdbc9d793437094f0f3e0fb79a32f
Quellennotizuspto-grants-2016_01