Reaktion #4674

Reaktionsgleichung

ether

Nicotinic acid

N-hydroxysuccinimide

Dicyclohexylcarbodiimide

→

N-Nicotinoyloxysuccinimide

Ausbeute 72.0%

Lösungsmittel

dioxane

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe dicyclohexylurea which precipitated
2. 2
   Sonstigewas removed by filtration
3. 3
   Sonstigethe solvent was removed by rotary evaporation
4. 4
   SonstigeThe crude product was recrystallized from ethyl acetate
5. 5
   Sonstigeto give light yellow crystals which
6. 6
   SonstigeThe product, obtained in 72% yield (5.2 g) and melting at 129°-131° C.

Vorschrift

Nicotinic acid (4.025 g, 0.0327 mol) and N-hydroxysuccinimide (3.763 g, 0.0327 mol) were dissolved in 130 ml of dioxane. Dicyclohexylcarbodiimide (6.75 g, 0.032 mol) in 20 ml of dioxane was added. The reaction mixture was then stirred at room temperature for 3 hours. The dicyclohexylurea which precipitated was removed by filtration and the solvent was removed by rotary evaporation. The crude product was recrystallized from ethyl acetate to give light yellow crystals which were then waashed with anhydrous ether. The product, obtained in 72% yield (5.2 g) and melting at 129°-131° C., has the formula: ##STR40##

Quelle