反应 #2487501

反应方程式

7-Chloro-imidazo[1,2-a]pyridine

N-iodosuccinimide

→

product

收率 75.3%

7-Chloro-3-iodoimidazo[1,2-a]pyridine

收率 75.3%

溶剂

DMF

water

brine

反应条件

后处理

1. 1
   萃取extracted with EtOAc (560 ml)
2. 2
   萃取The aqueous layer was further extracted with EtOAc (3×280 ml)
3. 3
   洗涤The combined organic phases were washed with water (2×280 ml), 10%
4. 4
   干燥dried (MgSO4)
5. 5
   过滤filtered
6. 6
   浓缩concentrated in vacuo
7. 7
   其他to give a brown residue
8. 8
   其他The residue was triturated with ether (200 ml)
9. 9
   过滤filtered
10. 10
    洗涤the solid was washed with ether (2×50 ml)
11. 11
    其他dried on the
12. 12
    过滤filter

实验过程

To a solution of 7-Chloro-imidazo[1,2-a]pyridine (30.9 g, 186 mmol, 1.0 equiv) in DMF (280 ml) was added N-iodosuccinimide (43.6 g, 194 mmol, 1.05 equiv) and the resulting mixture was stirred overnight at RT. The thin brown slurry was diluted with water (840 ml), brine (280 ml) and extracted with EtOAc (560 ml). The aqueous layer was further extracted with EtOAc (3×280 ml). The combined organic phases were washed with water (2×280 ml), 10% w/v sodium thiosulfate (280 ml), brine (280 ml), dried (MgSO4), filtered and concentrated in vacuo to give a brown residue. The residue was triturated with ether (200 ml), filtered and the solid was washed with ether (2×50 ml) and dried on the filter to give 39 g of product. MS: [M+H]+=279.

来源