Extracurricular laboratory: Synthetic route of C15H8N2O

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 32446-66-5, name is 4,4′-Dicyanobenzophenone, A new synthetic method of this compound is introduced below., Computed Properties of C15H8N2O

123.4 g (388 mmol) 2,2′-Dibromo-biphenyl were dissolved in 450 ml dry THF and cooled to -78 C. 135 ml (323 mmol, 2.5 M in Hexane) n-BuLi was added slowly and the mixture was stirred for 45 min. 4,4′- Dicyanobenzophenone (CAS: 32446-66-5) was dissolved in 400 ml dry THF and cooled to -78 C. The mixture of n-Buli and 2,2′-Dibromo-biphenyl was then transferred to the 4,4′-Dicyanobenzophenonesolution. The reaction was warmed to room temperature over night and after that quenched with water. THF was evaporated in vacuo and the residue was extracted with ethyl acetate and water. The organic phase was dried, filtered and the solvent was removed in vacuo which resulted in 170 g of crude solid. The crude solid was refluxed over night with 2700 ml acetic acid and 200 ml (37%) hydrochloric acid. After cooling to RT the reaction mixture was poured in water and the resulting solid was filtered off, dissolved in (0168) dichloromethane, the solution was washed with water and NaHCO3, the organic phase was dried and the solvent removed in vacuo. The resulting solid was recrystallized in ethyl acetate and finally purified via flash chromatography. The resulting white solid 11 was obtained with a yield of 61 % (88 g , 197 mmol).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.