Chlorosulfonic acid → (2E)-3-[4-(Sulfooxy)phenyl]-2-propenoic acid

Participants

Reaction Conditions

Reaction Steps

Chlorosulfonic acid is added to the pyridine solution to form a reaction mixture. Preferably, the chlorosulfonic acid is added dropwise while maintaining the cooled temperature. About 1 mole of chlorosulfonic acid per mole of coumaric acid may be used. A slight excess is acceptable. Due to the reaction's exothermic nature, the reaction mixture is preferably stirred at the cooled temperature, e.g., about 0° C., for a time sufficient to allow the p-coumaric acid and the chlorosulfonic acid to react and form zosteric acid. Preferably, the reaction mixture is stirred for about 2 to about 4 hours at the low temperature, more preferably about 2.5 to about 3 hours.

Provenance & Evidence