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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1700285Erstellt: 26. Oktober 2026

Dimethylformamide → 3-Cyano-6-((4-methoxybenzyl)oxy)benzaldehyde

https://huagongshe.com/reaction/1700285

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
Edukt5-Bromo-2-((4-methoxybenzyl)oxy)benzaldehydeHCID 18318242—
KatalysatorZinc cyanide (Zn(CN)2)HCID 11186—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelAmmonium HydroxideHCID 14923—
Produkt3-Cyano-6-((4-methoxybenzyl)oxy)benzaldehydeHCID 18318156—

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

A mixture of 3-bromo-6-((4-methoxybenzyl)oxy)benzaldehyde (4 g), Zn(CN)2 (1 g) and Pd(PPh3)4 (4.32 g) in 40 mL DMF was stirred at 90° C. for 3 hours, cooled to ambient temperature and diluted with 100 mL 50% NH4OH. The aqueous layer was extracted with ethyl acetate (3×). The organic layer was dried, concentrated and purified on silica gel column (ethyl acetate/hexane, 1:4) to afford 2.8 g of 3-cyano-6-((4-methoxybenzyl)oxy)benzaldehyde as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06350761B1
Quelldatensatzuspto-grants-2002_02
ORD IDord-549a0c946ffd431295794754bc60789d
Quellennotizuspto-grants-2002_02