Imidazole → HCID 86747812, compound

Participants

Reaction Steps

0 6.0 g (0.026 mole) of 4'-trifluoromethyl-cyanoacetanilide in 200 ml of dry tetrahydrofuran were stirred under nitrogen during the addition of 0.02 g of imidazole and 1.95 g (0.065 mole) of sodium hydride 80% oil dispersion. The suspension was stirred for 2 hours at room temperature and then was cooled to -78° C. before the dropwise addition of 3.06 ml (0.031 mole) of freshly distilled crotonyl chloride. The mixture was stirred at -78° C. for 2 hours, poured onto a mixture of dilute hydrochloric acid/ice and filtered. The solid was dissolved in dichloromethane, washed with water, dried over magnesium sulfate and the solvent was removed under reduced pressure to obtain 7.65 g (99%) of colorless crystals of the expected compound.

Provenance & Evidence