Hydrochloric Acid → 2-Nitro-4-(2-phenylpropan-2-yl)aniline

Participants

Reaction Steps

27.6 parts of o-nitroaniline are added to a solution of 13.4 parts of anhydrous ZnCl2 in 20.4 parts of 36% hydrochloric acid. The mixture, which has been heated to the reflux temperature, has added to it dropwise, with stirring, 23.6 parts of α-methylstyrene in the course of 1 hour. After two hours of stirring at the reflux temperature the hot reaction mixture is poured into a solution of 50 parts of sodium hydroxide in 100 parts of water. After 15 minutes of stirring the mixture is allowed to cool down, whereupon the organic phase solidifies. Filtration, washing with water, drying and recrystallisation of the same from ethanol gives 4-(α,α-dimethylbenzyl)-2-nitroaniline as orange-coloured crystals having a melting point of 92°-94° C.

Provenance & Evidence