反应详情

Diphenylphosphoryl azide (1.5 g., 5.58 mmoles) was added to a solution of 5-n-butylpyridine-2-carboxylic acid (1.0 g., 5.58 mmoles), triethylamine (0.565 g., 5.58 mmoles), and benzyl alcohol (0.663 g., 6.12 mmoles) in 1,4-dioxane (9.0 ml.) at 25°. The stirred solution was heated until an exothermic reaction began. When the exothermic reaction had subsided, the solution was heated under reflux for 1.5 hours. The reaction mixture was concentrated and the residue dissolved in toluene. This solution was washed successively with water, 10% aqueous sodium bicarbonate, and brine, and then dried over sodium sulfate. The solution was concentrated and the residue recrystallized from 2-propanol to give the title compound (0.91 g., 57%), m.p. 142°-143°.

1. temperatureThe stirred solution was heated until an exothermic reaction
2. customWhen the exothermic reaction
3. temperaturethe solution was heated
4. temperatureunder reflux for 1.5 hours
5. concentrationThe reaction mixture was concentrated
6. dissolutionthe residue dissolved in toluene
7. washThis solution was washed successively with water, 10% aqueous sodium bicarbonate, and brine
8. dry with materialdried over sodium sulfate
9. concentrationThe solution was concentrated
10. customthe residue recrystallized from 2-propanol