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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 523565Erstellt: 25. Oktober 2026

Dimethylformamide → 4-Bromo-2,5-difluorobenzaldehyde

https://huagongshe.com/reaction/523565

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktEthyl AcetateHCID 8857—
Edukt1,4-Dibromo-2,5-difluorobenzeneHCID 67596—
EduktButyllithiumHCID 178418339—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelHexaneHCID 8058—
Produkt4-Bromo-2,5-difluorobenzaldehydeHCID 2248908137%

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

n-Butyl lithium (3.6 ml, 7.7 mmol) was added drop wise to a solution of 1,4-dibromo-2,5-difluoro-benzene (2 g, 7.35 mmol) in dry ether at −78° C. under nitrogen atmosphere and the resulting mixture was stirred at −78° C. for 30 minutes. This was followed by the addition of DMF (0.85 ml, 11.03 mmol) in dry THF. The resultant was stirred at room temperature for 1 hour. The reaction was monitored by TLC (5% ethyl acetate in hexane). The reaction mixture was partitioned between ethyl acetate and saturated ammonium chloride. The organic layer was concentrated and purified by column chromatography on silica gel (2% ethyl acetate in hexane) to afford 600 mg of the product (37% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09339501B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-7cd451ad649e4ed0b5e0aa8c26055201
Quellennotizuspto-grants-2016_05