Reaction #1005967

Reaction equation

4-bromo-3-fluorobenzotrifluoride

ethanethiol

potassium carbonate

DMF

→

4-bromo-3-ethylsulfanylbenzotrifluoride

Solvents

Water

Conditions

Workup

1. 1
   Extractionthe mixture was extracted with t-butyl methyl ether
2. 2
   WashThe organic layer was washed with water
3. 3
   Dryingdried over anhydrous magnesium sulfate
4. 4
   Concentrationconcentrated under reduced pressure

Procedure

A mixture of 1.5 g of 4-bromo-3-fluorobenzotrifluoride, 0.46 ml of ethanethiol, 851 mg of potassium carbonate and 2 ml of DMF was stirred at 75° C. for 2.5 hours. Water was poured to the cooled reaction mixture, and the mixture was extracted with t-butyl methyl ether. The organic layer was washed with water, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resulting residue was applied to a silica gel column chromatography to obtain 1.15 g of 4-bromo-3-ethylsulfanylbenzotrifluoride.

Source