Potassium Hydroxide → 4-Methoxy-6-[(4-methylthio-phenyl)-thio]-benzoic acid

Participants

Reaction Steps

A solution of 170 g. of potassium hydroxide in 1.6 liters of water is treated under a nitrogen atmosphere at 50° C. with 102 g. of 4-methylthio-thiophenol. The resulting mixture is stirred for an additional 15 minutes. The mixture is then treated with 2.4 g. of copper powder and 180 g. of 2-iodo-4-methoxy-benzoic acid and heated under reflux for 7 hours. The mixture is filtered while hot, acidified with concentrated hydrochloric acid, cooled and filtered. The residue is washed with water, dried under reduced pressure, and there is obtained 4-methoxy-6-[(4-methylthio-phenyl)-thio]-benzoic acid having a melting point of 202°-203° C.

Provenance & Evidence