Isopropanol → HCID 53828689, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 93 g of 3-(p-chlorophenoxy)pyridine [Agr. Biol. Chem. 34, 68 (1970)] in 100 ml of glacial acetic acid is treated with 95 g of 40% peracetic acid in acetic acid in four equal portions. The mixture is heated at 35°-40° C. for 16 hours and than refluxed 1 hour. The mixture is cooled to 70° C., 100 ml of isopropanol is added and the reaction heated at 95° C. for 2 hours. The mixture is concentrated in vacuo and dissolved in 700 ml of dichloromethane. The solution is washed with 25 ml of 25% cold sodium hydroxide solution, dried over anhydrous MgSO4, concentrated at reduced pressure to yield crystalline 3-(p-chlorophenoxy)pyridine N-oxide, recrystallized from toluene; mp 138°-140° C.

Provenance & Evidence