3-Chlorobenzoic Acid → HCID 21831680, compound

Participants

Reaction Steps

A solution of 6.9 g (0.022 mole) of m-chloroperoxybenzoic acid 55% in 50 mL of methylene chloride is added at 25°-27° C. to a solution of 6.8g (0.01 mole) 5,5'-thio-bis-[2-(2-hydroxy-3,5-di-tert-butylphenyl)-2H-benzotriazole], prepared in Example 17, in 150 mL of methylene chloride over a period of 15 minutes. The resulting exotherm is controlled with ice cooling. In short order precipitation of product and m-chlorobenzoic acid takes place. After stirring the reaction for 3 hours, there is added 1.2 g (0.03 mole) of sodium hydroxide as a 4% aqueous solution to dissolve the m-chlorobenzoic acid. Methylene chloride is removed from the reaction mixture under partial vacuum and diluted with 75 mL of methanol. The product is filtered and the filter cake thoroughly washed with water and methanol to give 6.5 g. of the title compound, mp.>300° C.

Provenance & Evidence