Реакция #4674

Уравнение реакции

ether

Nicotinic acid

N-hydroxysuccinimide

Dicyclohexylcarbodiimide

→

N-Nicotinoyloxysuccinimide

Выход 72.0%

Растворители

dioxane

dioxane

Условия реакции

Обработка

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

Методика

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##

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