Hydrogen Peroxide → 3,5,5-tris(1-ethyl-2-methyl-3-indolyl)-2(5H)-furanone

Participants

Reaction Steps

A mixture of 5.5 g (0.0138 mole) of 3,5-bis(1-ethyl-2-methyl-3-indolyl)-2(3H)-furanone, 8.0 g (0.05 mole) of 1-ethyl-2-methylindole, 100 ml of acetic anhydride and 0.25 ml of 30 percent hydrogen peroxide was stirred approximately eighteen hours at room temperature. The solid was collected by filtration and a small sample showed an infrared maximum at 1800 cm-1 and a smaller maximum at 1745 cm-1. The solid and the filtrate were recombined, and stirred eighteen hours at approximately 60° C. The solid was collected by filtration and dried at 60° C. in vacuo to obtain 3,5,5-tris(1-ethyl-2-methyl-3-indolyl)-2(5H)-furanone (Formula III: R=R2 =CH3CH2 ; R1 =R3 =CH3 ; Y=Y1 =H) as a white solid which melted at 232°-234° C.

Provenance & Evidence