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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 379365Erstellt: 25. Oktober 2026

Potassium Carbonate → 4-(4-Pyridinylmethoxy)-1-naphthalenamine

https://huagongshe.com/reaction/379365

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt4-(Chloromethyl)pyridinium chlorideHCID 74570—
Edukttert-Butyl (4-hydroxynaphthalen-1-yl)carbamateHCID 10923237—
LösungsmittelAcetonitrileHCID 6342—
Produkt4-(4-Pyridinylmethoxy)-1-naphthalenamineHCID 15908535—

Reaktionsschritte

4-tert-Butyloxycarbonylamino-1-naphthol (41) can be alkylated with 4-chloromethylpyridine hydrochloride in a non-protic solvent, such as acetonitrile, with a base, such as powdered potassium carbonate, at temperatures between 60-80° C. Purification of the product 4-tert-butyloxycarbonylamino-1-(pyridin-4-yl-methyl)naphthalene (44) can be accomplished by silica gel chromatography. Removal of the BOC-protecting group can be accomplished with HCl in a non-protic solvent, such as dioxane, to provide 1-amino-4-(pyridin-4-yl-methoxy)naphthalene (43) as the hydrochloride salt.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06297381B1
Quelldatensatzuspto-grants-2001_10
ORD IDord-6297afb8df0c4429ae15f0c3fa0d80d7
Quellennotizuspto-grants-2001_10