반응 #2507817

반응 방정식

iodine

n-butyllithium

7-bromo-6-fluoro-3-propylchroman

→

6-fluoro-7-iodo-3-propylchroman

용매

THF

hexane

THF

반응 조건

후처리

1. 1
   workup.ADDITIONare added
2. 2
   기타the cooling is removed
3. 3
   workup.ADDITIONThe batch is diluted with MTB ether
4. 4
   세척washed with water and with sat. sodium hydrogensulfite soln
5. 5
   건조and dried over sodium sulfate
6. 6
   기타The solvent is removed in vacuo
7. 7
   여과the crude product is filtered through silica gel with heptane/toluene (4:1)

실험 절차

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.

출처