反应详情

Nicotinic acid (12.3 g; 0.1 mole) and N-hydroxysuccinimide (11.5 g; 0.1 mole) are dissolved in 300 milliliters of hot dioxane. The mixture is cooled on an ice-bath and dicyclohexylcarbodiimide (20.6 g; 0.1 mole) in 30 milliliters of dioxane is added. The reaction mixture is stirred, with cooling, for approximately three hours, then refrigerated for at least 2 hours. The precipitated dicyclohexylurea is removed by filtration, the solution is condensed under vacuum, and the yellowish solids which precipitate are recrystalized from ethyl acetate. White crystals (14 g) of succinimidyl nicotinate are obtained (yield 63.6%). Structure of the product is confirmed by NMR.

1. temperatureThe mixture is cooled on an ice-bath
2. temperaturewith cooling, for approximately three hours
3. waitrefrigerated for at least 2 hours
4. customThe precipitated dicyclohexylurea is removed by filtration
5. customcondensed under vacuum
6. customthe yellowish solids which precipitate are recrystalized from ethyl acetate