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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 78046Erstellt: 23. Oktober 2026

Dimethylformamide → 3-Phenylbenzaldehyde

https://huagongshe.com/de/reaction/78046

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktTetrahydrofuranHCID 8028—
Edukt3-BromobiphenylHCID 16449—
EduktButyllithiumHCID 178418339—
LösungsmittelWaterHCID 962—
Produkt3-PhenylbenzaldehydeHCID 12105379%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a mixture of 3-bromobiphenyl (0.50 mL, 3.0 mmol) and tetrahydrofuran (8 mL) was added n-butyl lithium (2.6 mL, 1.5 M n-hexane solution, 3.9 mmol) under nitrogen atmosphere at −78° C., which was stirred for 20 minutes at that temperature. N,N-dimethylformamide (0.35 mL, 4.5 mmol) was added to the reaction mixture at the same temperature, and the temperature was gradually raised to 0° C. Water was added to the reaction mixture, which was then extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, and was concentrated under a reduced pressure. The residue was purified by silica gel column chromatography (heptane:ethyl acetate=6:1) to obtain the title compound (430 mg, 79%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841327B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-f788669398444106b6c221dc78b9d8a6
Quellennotizuspto-grants-2014_09