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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 219890Erstellt: 24. Oktober 2026

Potassium Carbonate → Ethyl 4-(4-cyano-2-fluorophenoxy)butanoate

https://huagongshe.com/de/reaction/219890

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
EduktEthyl 4-bromobutyrateHCID 76300—
Edukt3-Fluoro-4-hydroxybenzonitrileHCID 2782944—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
ProduktEthyl 4-(4-cyano-2-fluorophenoxy)butanoateHCID 6752934897,1%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

3-fluoro-4-hydroxybenzonitrile (ABCR F03756F.AB, 2 g; 14.59 mmol; 1 eq.) was dissolved in DMF (40 mL). Then ethyl 4-bromobutyrate (4.27 g; 21.88 mmol; 1.50 eq.) and potassium carbonate (3.02 g; 21.88 mmol; 1.50 eq.) were added to the reaction mixture and it was heated to 80° C. for 2 hours. The reaction mixture was cooled to RT and diluted with EtOAc. The organic layer was washed with water (3×), brine, dried over MgSO4 and concentrated affording the title compound as a yellow solid (3.56 g, 97%). 1H NMR (DMSO-d6, 300 MHz) δ 7.86-7.83 (d, J=11.43 Hz, 1H), 7.68-7.66 (d, J=8.73 Hz, 1H), 7.37-7.32 (m, 1H), 4.20-4.03 (m, 4H), 2.46-2.44 (m, 2H), 2.03-1.99 (m, 2H), 1.19-1.15 (t, J=6.62 Hz, 3H). HPLC (Method A) Rt 4.47 min (Purity: 98.8%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08202865B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-cca1b6e32a7e41da972872b3a6cb1733
Quellennotizuspto-grants-2012_06