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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 11728Erstellt: 24. Oktober 2026

Bromoacetonitrile → 4-(5-Chloro-2-hydroxy-phenyl)-4-oxo-butyronitrile

https://huagongshe.com/de/reaction/11728

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBromoacetonitrileHCID 11534—
Edukt3-Chloro-6-hydroxyacetophenoneHCID 74061—
EduktCarbonic acid, monomethyl ester, magnesium salt (2:1)HCID 167017—
LösungsmittelHydrochloric AcidHCID 313—
Produkt4-(5-Chloro-2-hydroxy-phenyl)-4-oxo-butyronitrileHCID 2197332258,6%

Reaktionsschritte

A solution of 1-(5-chloro-2-hydroxy-phenyl)-ethanone (1.0 g, 5.86 mmol) and magnesium methylcarbonate (13 mL, 32.5 mmol, 2.5 M solution in DMF) was stirred at 120° C. for 3 hours. The mixture was cooled to ambient temperature followed by the addition of bromoacetonitrile (1.22 mL, 17.6 mmol). The resulting solution was stirred at 90° C. for 3 hours. The reaction was cooled to ambient temperature then slowly poured into 1 M hydrochloric acid (200 mL). This was extracted with ethyl acetate, washed with brine, dried over magnesium sulfate, filtered and concentrated. Flash chromatography on silica gel gave the title compound (0.72 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07098212B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-17531f7d84eb482b9d2cd0545ab98c03
Quellennotizuspto-grants-2006_08