Hydrogen Peroxide → 5-(4-(Acetyloxy)phenyl)-2-benzofurancarboxylic acid

Participants

Reaction Steps

2 ml of trifluoroacetic acid and 92 ml of 30% hydrogen peroxide solution were added to a mixture of 13 g of 10 in 300 ml of acetic acid. The mixture was heated at 70°-75° C. for 10 hours, then was cooled in a refrigerator. The solid that formed was collected and dried. The acetic acid solution was poured into 3.6 liters of ice water. The solid that formed was collected and dried (P2O5). The two solids were combined and dissolved in 150 ml of tetrahydrofuran. The solution was filtered, concentrated to 20 ml and chilled. The solid that formed was collected, dried under reduced pressure, and recrystallized from tetrahydrofuran to give 11, mp: 251°-254° C.

Provenance & Evidence