反応 #2507817

反応方程式

iodine

n-butyllithium

7-bromo-6-fluoro-3-propylchroman

→

6-fluoro-7-iodo-3-propylchroman

溶媒

THF

hexane

THF

反応条件

後処理

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

実験手順

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.

出典