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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 324034Erstellt: 23. Oktober 2026

Water → 3,4-Dimethoxy-6-(4-pyridyl) hydroxymethylbenzaldehyde dimethylacetal

https://huagongshe.com/de/reaction/324034

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktTetrahydrofuranHCID 8028—
Edukt4-PyridinecarboxaldehydeHCID 13389—
Edukt1-Bromo-2-(dimethoxymethyl)-4,5-dimethoxybenzeneHCID 11077146—
EduktButyllithiumHCID 178418339—
LösungsmittelHexaneHCID 8058—
LösungsmittelEthyl AcetateHCID 8857—
Produkt3,4-Dimethoxy-6-(4-pyridyl) hydroxymethylbenzaldehyde dimethylacetalHCID 22007378—

Reaktionsschritte

A solution of 6-bromo-3,4-dimethoxybenzaldehyde dimethyl acetal (20 ml) in tetrahydrofuran (100 ml) is cooled to −60° C., and thereto is added dropwise a 1.6 M solution of n-butyl lithium in hexane (45.1 ml) over a period of 20 minutes under nitrogen atmosphere. The mixture is reacted at the same temperature for 30 minutes, and thereto is added dropwise a solution of 4-formylpyridine (7.36 g) in tetrahydrofuran (50 ml) over a period of 20 minutes. The reaction mixture is reacted for one hour, and thereto are added water and ethyl acetate (200 ml). The ethyl acetate layer is separated, washed, dried, and concentrated under reduced pressure to remove the ethyl acetate to give 3,4-dimethoxy-6-(4-pyridyl)hydroxymethylbenzaldehyde dimethyl acetal (15.4 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06214996B1
Quelldatensatzuspto-grants-2001_04
ORD IDord-cb369638eda14b94a9ccbc5d68af1c87
Quellennotizuspto-grants-2001_04