반응 #586128

반응 방정식

water

3-iodophenyl isopropyl sulfide

n-butyllithium

3,5-dichloro-4-fluorobenzotrifluoride

→

[3-(2,6-dichloro-4-trifluoromethylphenyl)phenyl] isopropyl sulfide

수율 38.0%

용매

benzene

hexane

diethyl ether

반응 조건

후처리

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   기타The resulting reaction mixture
3. 3
   온도cooled to 10° C.
4. 4
   기타The resulting reaction mixture
5. 5
   workup.STIRRINGwas stirred at room temperature for further 12 hours
6. 6
   세척The organic layer was washed with 50 ml of water twice
7. 7
   건조dried over anhydrous magnesium sulfate
8. 8
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
9. 9
   기타Purification of the residue by silica gel column chromatography

실험 절차

1.0 g (3.6 mmol) of 3-iodophenyl isopropyl sulfide was stirred in 10 ml of dry benzene in a nitrogen stream at room temperature, while 2.8 ml of a n-butyllithium solution in hexane (1.56 mol/l) was added dropwise. The resulting reaction mixture was stirred at room temperature for another 2 hours and cooled to 10° C., and 1.0 g (4.3 mmol) of 3,5-dichloro-4-fluorobenzotrifluoride in 50 ml of diethyl ether was added dropwise. The resulting reaction mixture was stirred at room temperature for further 12 hours and poured into 100 ml of water for separation. The organic layer was washed with 50 ml of water twice and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Purification of the residue by silica gel column chromatography afforded 0.5 g of [3-(2,6-dichloro-4-trifluoromethylphenyl)phenyl] isopropyl sulfide (yield 38.0%) as a colorless liquid (nD20 1.5675).

출처