Sodium ethoxide → Diethyl acetamide 2-(4-octanoyl phenyl)ethyl malonate

Participants

Reaction Steps

4′-(2-Iodoethyl)octanophenone (175 g) prepared in the step D-3 was dissolved in anhydrous tetrahydrofuran (700 ml) to obtain 4′-(2-iodoethyl)octanophenone solution. Diethyl acetamide malonate (320 g) and sodium ethylate (100 g) was dissolved in anhydrous ethanol (1050 ml), and the 4′-(2-iodoethyl)octanophenone (175 g) solution was added, and the solution was heated to reflux for 7 hours. Tetrahydrofuran was removed by distillation from the solution. The solution was poured into ice water to obtain a precipitate which was recrystallized from hexane-ethyl acetate (40:1) to obtain diethyl acetamide-2-(4-octanoyl phenyl)ethyl malonate (110 g) in the form of colorless crystal.

Provenance & Evidence