反应详情

To a solution of 1.61 g (0.01 mol) of N-allyl-N-α-methylbenzylamine and 1.38 g of potassium carbonate in 15 ml of acetone was dropped a solution of 2.62 g (0.084 mol) of 4-benzoyloxybenzenesulfonyl chloride in 5 ml of acetone under ice-cooling conditions. The mixture was subjected to the reaction at room temperature for 30 minutes and then at 50° C. for 1 hour. After completion of the reaction, the inorganic salt was removed by filtration and the acetone was distilled off, then, the contents were admixed with 150 ml of a 20% potassium hydroxide solution in ethanol, followed by refluxing for 30 minutes. After completion of the reaction, the reaction mixture was poured into ice-water to permit crystals to precipitate. The crystals were washed with a dilute acidic solution and a dilute alkaline solution, followed by sufficiently washing with water, drying in vacuum and recrystallizing from a mixed solvent of benzene and n-hexane to obtain 2.00 g of N-allyl-N-α-methylbenzyl-4-hydroxybenzenesulfonamide (melting point 128° to 129° C.).

1. temperaturecooling conditions
2. customThe mixture was subjected to the reaction at room temperature for 30 minutes
3. customAfter completion of the reaction
4. customthe inorganic salt was removed by filtration
5. distillationthe acetone was distilled off
6. temperatureby refluxing for 30 minutes
7. customAfter completion of the reaction
8. customto precipitate
9. washThe crystals were washed with a dilute acidic solution
10. washby sufficiently washing with water
11. customdrying in vacuum
12. customrecrystallizing from a mixed solvent of benzene and n-hexane