HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Carbonate → 4-(4-Pyridinylmethoxy)-1-naphthalenamine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 4-(Chloromethyl)pyridinium chloride | HCID 74570 | — |
| Edukt | tert-Butyl (4-hydroxynaphthalen-1-yl)carbamate | HCID 10923237 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 4-(4-Pyridinylmethoxy)-1-naphthalenamine | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06297381B1 |
| Quelldatensatz | uspto-grants-2001_10 |
| ORD ID | ord-6297afb8df0c4429ae15f0c3fa0d80d7 |
| Quellennotiz | uspto-grants-2001_10 |