4-(3-bromophenoxy)benzonitrile synthesis

Yield:155866-71-0 79%

Reaction Conditions:

in N,N-dimethyl-formamide; for 12 h;Alkaline conditions;Reflux;Inert atmosphere;

Steps:

4.2.5. General procedure for the synthesis of compounds 14a-e

General procedure: To a round bottom flask containing DMF the appropriate phenolanalogue (1.5 equiv.), sodium bicarbonate (5.0 equiv.) and 4-fluorobenzonitrile(1.0 equiv.) were added and refluxed under nitrogen gas for 12h. After, the resulting solution was partitioned between EtOAc and LiBraqueous solution. Using additional EtOAc, the aqueous LiBr solution waswashed three times and the combined organic layers were dried overNa2SO4, filtered, and concentrated via vacuum. The resulting concentratewas purified by silica gel chromatography.

References:

Li, Hao;Sibley, Christopher D.;Kharel, Yugesh;Huang, Tao;Brown, Anne M.;Wonilowicz, Laura G.;Bevan, David R.;Lynch, Kevin R.;Santos, Webster L. [Bioorganic and Medicinal Chemistry,2021,vol. 30,art. no. 115941]