反应详情

To a mixture of (4-pentyl-cyclohexyl)-3,5-difluorobenzene (10 mmol) and 150 ml of THF, was added dropwise 7.5 ml of a solution of n-butyl lithium (corresponding to 12 mmol) in hexane while keeping them at a temperature lower than −70° C., and stirred at the same temperature for 30 min. While keeping the solution at a temperature lower than −70° C., iodine (30 mmol) was added thereto. Then, the solution was stirred for 1.5 hours, temperature of the solution was gradually backed up to room temperature, and then the solution was stirred for 2 hours. After 12 ml of 1N hydrochloric acid was added and stirred for 30 min, the reaction solution was extracted once with toluene and dried over anhydrous sodium sulfate. The solvent was distilled off and the residue was purified by column chromatography (eluent: heptane) to give a (4-pentyl-cyclohexyl)-3,5-difluoro-4-iodobenzene (8.3 mmol).

1. customlower than −70° C.
2. customlower than −70° C.
3. stirringThen, the solution was stirred for 1.5 hours
4. customwas gradually backed up to room temperature
5. stirringthe solution was stirred for 2 hours
6. stirringstirred for 30 min
7. extractionthe reaction solution was extracted once with toluene
8. dry with materialdried over anhydrous sodium sulfate
9. distillationThe solvent was distilled off
10. customthe residue was purified by column chromatography (eluent: heptane)