Potassium Hydroxide → HCID 86719582, compound

Participants

Reaction Conditions

Reaction Steps

4,5-dichloroimidazole (10.0 mmol, 1.370 g) and KOH (11.0 mmol, 0.617 g) were placed in a 50 mL round bottom flask with 10 mL acetonitrile. The mixture was brought to reflux (85° C.) and stirred 1 h until KOH was consumed. 2-Bromomethylnapthalene (10.00 mmol, 2.211 g) was added and the solution was stirred 2.5 hours. KBr was removed by vacuum filtration and a second equivalent of bromomethylnapthalene was added to the filtrate. The mixture was stirred at reflux for 1.5 hours. The white precipitate was collected by filtration and analyzed. Yield: 92.0% 1H NMR (500 MHz, d6-DMSO): δ 5.71 (s, 4H), 7.57-7.62 (m, 6H), 7.95-8.06 (m, 8H), 9.75 (s, 1H) ppm. 13C NMR (500 MHz, d6-DMSO): δ 51.8, 117.9, 119.3, 125.5, 136.7, 136.8, 127.7, 127.8, 128.8, 130.1, 132.7, 132.8, 136.9 ppm.

Provenance & Evidence