反应 #2507817

反应方程式

iodine

n-butyllithium

7-bromo-6-fluoro-3-propylchroman

→

6-fluoro-7-iodo-3-propylchroman

溶剂

THF

hexane

THF

反应条件

后处理

1. 1
   workup.ADDITIONare added
2. 2
   其他the cooling is removed
3. 3
   workup.ADDITIONThe batch is diluted with MTB ether
4. 4
   洗涤washed with water and with sat. sodium hydrogensulfite soln
5. 5
   干燥and dried over sodium sulfate
6. 6
   其他The solvent is removed in vacuo
7. 7
   过滤the crude product is filtered through silica gel with heptane/toluene (4:1)

实验过程

10.6 g (38.8 mmol) of 7-bromo-6-fluoro-3-propylchroman are initially introduced in 100 ml of THF, and 27 ml (43.0 mmol) of a 15 percent solution of n-butyllithium in hexane are added dropwise. After 90 min, 10.0 g (39.4 mmol) of iodine, dissolved in 50 ml of THF, are added, the mixture is stirred for 1 h, and the cooling is removed. The batch is diluted with MTB ether, washed with water and with sat. sodium hydrogensulfite soln. and dried over sodium sulfate. The solvent is removed in vacuo, and the crude product is filtered through silica gel with heptane/toluene (4:1), giving 6-fluoro-7-iodo-3-propylchroman as a colourless solid, which is sufficiently pure for further reaction.

来源