反应 #320306

反应方程式

3-chloroindole

K2CO3

NH2OSO3H

KOH

NH2OSO3H

NH2OSO3H

→

oil

收率 40.4%

N-Amino-3-chloro-1H-indole

收率 40.4%

溶剂

DMF

DMF

DMF

反应条件

后处理

1. 1
   其他did not rise above 0° C
2. 2
   workup.ADDITIONWhen addition
3. 3
   workup.ADDITIONwas added
4. 4
   workup.ADDITIONWhen addition
5. 5
   workup.ADDITIONwas added
6. 6
   萃取extracted into toluene
7. 7
   洗涤washed with water
8. 8
   浓缩concentrated

实验过程

To a stirred solution of 12.6 g of 3-chloroindole in 125 ml of dry DMF at 0° C. was added 0.5 g of milled K2CO3 in 20 ml of dry DMF, followed by 30 g of KOH in 20 ml of dry DMF. The mixture was cooled to about 0° C. after which was added 13.3 g of NH2OSO3H such that the temperature did not rise above 0° C. When addition was complete, a second charge of 2.22 g of NH2OSO3H was added. When addition was complete a third 2.22 g charge of NH2OSO3H was added. The mixture was poured into ice/water/toluene, extracted into toluene, washed with water and concentrated to provide 5.6 g of an oil which crystallized on standing overnight.

来源