Sodium Hydroxide → HCID 54435289, compound

Participants

Reaction Steps

4.05 g (61.2 mmol) of zinc dust was added to a mixture of 5.0 g (16.3 mmol) of p-(2-bromo-1,1,2-trifluoroethoxy)benzeneamine hydrochloride 5 ml of 6N5HCl and 45 ml of glacial acetic acid. The mixture was stirred at room temperature for 31/2 hours, then poured into ice, made basic with 50 percent aqueous NaOH and extracted two times into ether. The combined ether layers were washed with dilute aqueous NaOH, washed with water, dried over MgSO4 and filtered. HCl gas was bubbled into the solution. The resulting white solid was collected by filtration to give 3.0 g (88 percent of theoretical) of the above-named aniline as the hydrochloride salt along with a 10 percent impurity of 4-(1,1,2-trifluoroethoxy)benzeneamine.

Provenance & Evidence