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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 408512Erstellt: 25. Oktober 2026

1-Bromo-2-Chloroethane → 1-(3,4-Difluorophenyl)cyclopropanecarbonitrile

https://huagongshe.com/reaction/408512

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Bromo-2-ChloroethaneHCID 7849—
EduktSodium HydroxideHCID 14798—
Edukt(3,4-Difluorophenyl)acetonitrileHCID 69572—
KatalysatorBenzyl triethylammonium chlorideHCID 66133—
LösungsmittelWaterHCID 962—
Produkt1-(3,4-Difluorophenyl)cyclopropanecarbonitrileHCID 55265057—

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

A 50% aqueous solution of sodium hydroxide (18 g, 46 mmol) was slowly added to a mixture of (3,4-difluoro-phenyl)-acetonitrile (7.1 g, 46 mmol), benzyltriethylammonium chloride (0.26 g, 1.2 mmol) and 1-bromo-2-chloroethane (15 g, 105 mmol) at 70° C. The mixture was stirred overnight at 70° C. The cooled reaction mixture was diluted with water (50 mL) and extracted three times with ethyl acetate (50 mL). The combined organic layers were washed with a saturated aqueous solution of sodium chloride, dried over sodium sulfate, and evaporated to dryness to give crude 1-(3,4-difluoro-phenyl)-cyclopropanecarbonitrile which was used directly in the next step. 1H NMR (CDCl3): δ 7.18-7.03 (m, 3H), 1.79-1.69 (m, 2H), 1.43-1.38 (m, 2H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08759335B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-2beb280a34304fb4ac329bdb89d665dc
Quellennotizuspto-grants-2014_06