p-Chlorothiophenol → [p-(p-Chlorophenylthio)phenyl]acetic Acid

Participants

Reaction Steps

A solution of 6.0 g of 4-chlorothiophenol and 8.0 g of potassium hydroxide in 80 ml of water is heated to 50° C. and 0.8 g of copper powder and 10.4 g of 4-iodophenylacetic acid are added. The mixture is heated to reflux and maintained at reflux overnight. The mixture is then cooled and filtered. The filtrate is acidified with concentrated HCl to give a white solid which, on recrystallization from methanol, yields cream colored plates, mp 135°-140° C. A sample is recrystallized from chloroform-hexane to give white plates, mp 144.5°-148° C.

Provenance & Evidence