Non-catalytic alkylation of aniline with 1,3,5-trimethyl-4-hydroxymethylpyrazole

Abstract

The electron density in the benzene ring, preferably in the orthoand para-positions, is known to be increased in benzenes containing activating groups as substituents. For this reason, the reaction of electrophilic substitution in anilines, phenols, alkylbenzenes, and related derivatives occurs in the orthoand para-positions of the ring [1]. As it was shown earlier [2], the noncatalytic alkylation of phenol with 1,3,5-trimethyl-4-hydroxymethylpyrazole I proceeded similarly to give C-alkylation products as a mixture of ortho-and para-isomers with a yield of 67%.