Dicyclohexylcarbodiimide → 2,3-Dicyano-4-octyloxyphenyl 5-dodecylthiophene-2-carboxylate

Participants

Reaction Steps

0.50 g (1.69 mM) of 5-dodecylthiophene-2-carboxylic acid (M.W.: 296), 0.46 g (1.69 mM) of 2,3-dicyanohydroquinone monooctyl ether (M.W.: 272) and 20 ml of THF were mixed and stirred. To the mixture, 0.35 g (1.69 mM) of dicyclohexylcarbodiimide (M.W.: 206) and 0.05 g of pyrrolidinopyridine were added, followed by stirring overnight at room temperature. After the reaction, the reaction mixture was subjected to filtration and the filtrate was subjected to distillation to obtain a crude product. The crude product was purified by silica gel column chromatography with the use of benzene and recrystallized from ethanol to obtain 0.54 g of an objective product (yield: 58.1%).

Provenance & Evidence