反应 #53437

反应方程式

NaOH

ethyl indole-2-carboxylate

lithium aluminum hydride

water

water

→

1H-indol-2-ylmethanol

收率 83.0%

溶剂

THF

THF

反应条件

后处理

1. 1
   干燥The resulting suspension is dried (Na2SO4)
2. 2
   过滤filtered through celite
3. 3
   浓缩After concentration under reduced pressure
4. 4
   其他the white solid (34.0 g) is crystallized from EtOAc/hexanes

实验过程

To a suspension of lithium aluminum hydride (10.6 g, 264 mmol) in THF (200 mL) is added dropwise a solution of ethyl indole-2-carboxylate (50.0 g, 256 mmol) in THF (250 mL) over 25 minutes. After 3 h, water (10.6 mL) is carefully added, followed by 15% NaOH (10.6 mL), followed by additional portion of water (31.8 mL). The resulting suspension is dried (Na2SO4) and filtered through celite. After concentration under reduced pressure, the white solid (34.0 g) is crystallized from EtOAc/hexanes to give white needles for 1H-indol-2-ylmethanol. Yield 83%. HRMS (FAB) calcd for C9H9NO+H 148.0762, found 148.0771.

来源