反应 #326984

反应方程式

2-adamantanamine

1,4-butane sultone

→

4-(2-adamantyl)amino-1-butanesulfonic acid

溶剂

1,4-dioxane

反应条件

后处理

1. 1
   温度at reflux for 5 hours
2. 2
   过滤The solid was collected by filtration
3. 3
   温度the mixture was heated
4. 4
   温度to reflux for 1 minute before the solid
5. 5
   过滤was filtered
6. 6
   洗涤It was washed with EtOH (1×15 mL)
7. 7
   其他dried in vacuo

实验过程

To a solution of 2-adamantanamine (1.06 g, 7.0 mmol) in 1,4-dioxane (6 mL) was added 1,4-butane sultone (955 mg, 6.7 mmol). The solution was stirred at reflux for 5 hours. The reaction was cooled to room temperature. The solid was collected by filtration. It was suspended in EtOH (25 mL) and the mixture was heated to reflux for 1 minute before the solid was filtered. It was washed with EtOH (1×15 mL) and dried in vacuo. Yield: 55%. 1H NMR (D2O, 500 MHz) δ ppm 3.29 (m, 1H), 2.97 (m, 2H), 2.83 (m, 2H), 2.02 (m, 2H), 1.83 (m, 2H), 1.68 (m, 14H). 13C NMR (D2O, 125 MHz) δ ppm 63.07, 50.25, 45.03, 36.55, 36.31, 29.85, 29.05, 26.68, 26.41, 24.47, 21.61. ES-MS 286 (M−1).

来源