Cyanoacetic acid → 1,3-Bis-(4-benzoyl-3-hydroxyphenoxy)-prop-2-yl cyanoacetate

Participants

Reaction Steps

3 g of trifluoromethanesulfonic acid were added to a solution of 48.5 g (0.1 mole) of 1,3-bis-(4-benzoyl-3-hydroxyphenoxy)-2-propanol and 51 g (0.6 mole) of cyanoacetic acid in 750 ml of 1,2-dichloroethane, and the solution was heated for 9 hours at a temperature of 80° to 85° C. After cooling to room temperature, the reaction mixture was washed with three times 400 ml of water. The 1,2-dichloroethane was distilled off from the reaction mixture under a pressure of 50 mbar and a temperature of 35° to 45° C. The residue remaining was recrystallized from acetonitrile. After drying, 48 g (87 percent of theory) of 1,3-bis-(4-benzoyl-3-hydroxyphenoxy)-prop-2-yl cyanoacetate were obtained in the form of slightly yellow, fine crystals having a melting point of 167° to 168° C. and a purity of 99 percent (HPLC).

Provenance & Evidence