反应 #40583

反应方程式

calcium carbonate

benzyltrimethylammonium dichloroiodate

5-amino-2-chloropyridine

→

expected product

收率 39.1%

3-Amino-6-chloro-2-iodopyridine

收率 39.1%

溶剂

methanol

dichloro-methane

反应条件

后处理

1. 1
   过滤filtered
2. 2
   其他to remove the mineral salts
3. 3
   workup.ADDITIONThe filtrate is diluted with water
4. 4
   萃取extracted with DCM
5. 5
   其他The organic phase obtained
6. 6
   洗涤is washed with sodium chloride solution
7. 7
   干燥with saturated sodium thiosulfate solution, dried over magnesium sulfate
8. 8
   浓缩concentrated under reduced pressure
9. 9
   其他An oil is obtained
10. 10
    其他which is purified by chromatography on silica gel
11. 11
    洗涤eluting with a cyclohexane/ethyl acetate mixture (80/20

实验过程

23.2 g (180.5 mM) of 5-amino-2-chloropyridine are mixed in 70 ml of dichloro-methane (DCM) and 180 ml of methanol, and 21.6 g (216 mM) of calcium carbonate and 75.3 g (226 mM) of benzyltrimethylammonium dichloroiodate are added. The reaction mixture is stirred at room temperature for 16 hours, and then filtered to remove the mineral salts. The filtrate is diluted with water and extracted with DCM. The organic phase obtained is washed with sodium chloride solution, and then with saturated sodium thiosulfate solution, dried over magnesium sulfate and concentrated under reduced pressure. An oil is obtained, which is purified by chromatography on silica gel, eluting with a cyclohexane/ethyl acetate mixture (80/20 and then 70/30; v/v). 13.9 g of the expected product are thus obtained in the form of an orange-colored solid (yield=30%).

来源