反应 #586128

反应方程式

water

3-iodophenyl isopropyl sulfide

n-butyllithium

3,5-dichloro-4-fluorobenzotrifluoride

→

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

收率 38.0%

溶剂

benzene

hexane

diethyl ether

反应条件

后处理

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

实验过程

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).

来源