Triethylamine → N-hydroxy-N-(1-methoxy-2-naphthylmethyl)-4-methoxycarbonylbutanamide

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

Into a solution of 267 mg (1.33 mmol) of 1-methoxy-2-naphthylmethylhydroxylamine and 185 μl (1.33 mmol) of triethylamine in THF (15 ml) and water (3 ml) was added under 0° C. a solution of 219 mg (1.33 mmol) of acid chloride of 4-methoxycarbonylbutanoic acid in THF (3 ml), followed by stirring at 0° C. for one hour and at room temperature for one hour. After the reaction, an aqueous potassium hydrogen sulfate was added, and the mixture extracted with methylene chloride. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. The crude product obtained was subjected to silica gel column chromatography (hexane: ethyl acetate=1:1) to give 279 mg (64%) of the desired product.

Herkunft & Nachweise