反应 #586129

反应方程式

4-trifluoromethylphenyl boronic acid

3-bromophenyl cyclopentyl sulfide

sodium carbonate

toluene

→

[3-(4-trifluoromethylphenyl)phenyl] cyclopentyl sulfide

收率 78.0%

溶剂

water

ethanol

反应条件

后处理

1. 1
   温度refluxed
2. 2
   温度under heating
3. 3
   其他The resulting reaction mixture
4. 4
   workup.ADDITIONwas poured into ice-cold water
5. 5
   萃取extracted with toluene
6. 6
   洗涤The toluene layer was washed with 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 (5.2 mmol) of 4-trifluoromethylphenyl boronic acid, 1.4 g (5.4 mmol) of 3-bromophenyl cyclopentyl sulfide, 1.6 g (15.0 mmol) of sodium carbonate and 0.8 g (0.7 mmol) of tetrakis(triphenylphosphine) palladium were added to a solvent mixture of 50 ml of toluene, 25 ml of ethanol and 25 ml of water and refluxed under heating and stirring for 2 hours. The resulting reaction mixture was poured into ice-cold water and extracted with toluene. The toluene layer was washed with 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 1.3 g of [3-(4-trifluoromethylphenyl)phenyl] cyclopentyl sulfide (yield 78.0%) as a colorless liquid (nD20 1.5732).

来源