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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1770406Erstellt: 25. Oktober 2026

Water → 2-Ethenyl-3-fluorobenzaldehyde

https://huagongshe.com/reaction/1770406

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktDimethylformamideHCID 6228—
Edukt1-Bromo-2-ethenyl-3-fluorobenzeneHCID 67237780—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-Ethenyl-3-fluorobenzaldehydeHCID 86657571—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

To a solution of 1-bromo-3-fluoro-2-vinylbenzene (900 mg) in THF (40 ml) was added dropwise, at −78° C., n-butyllithium (3.4 ml 1.6 M/hexane). After 60 minutes, N,N-dimethylformamide (0.69 ml) was added dropwise at −78° C. After stirring at −78° C. for 60 minutes, the reaction mixture was admixed with water and then warmed to room temperature. Then the mixture was admixed with water and extracted with ethyl acetate. The combined organic phases were dried over sodium sulphate and concentrated. Purification by column chromatography gives 3-fluoro-2-vinylbenzaldehyde (160 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09247748B2
Quelldatensatzuspto-grants-2016_02
ORD IDord-acfc42632cdb4413a41b3db25de31c4f
Quellennotizuspto-grants-2016_02