SHORT COMMUNICATIONSWhile continuing our studies in the fields of synthesis and transformations of 1,2-chlorohydrins [1] obtained by reaction of arenes with 3-chloro-1,2-epoxypropane in the presence of aluminum chloride, we performed oxidation of 3-chloro-1-(2,4,6-trimethylphenyl)propan-2-ol (I) with chromium(VI) oxide and isolated 3-chloro-1-(2,4,6-trimethylphenyl)propan-2one (II). α-Chloro ketone II was brought into reaction with various primary amines in aqueous potassium hydroxide at room temperature. The reaction time was 20-45 min. Regardless of the amine nature, in all cases the products were the corresponding N-substituted 3-(2,4,6-trimethylphenyl)propionamides III-IX which were isolated in 50-97% yield as colorless crystalline substances and were recrystallized from ethanol.
Reaction of 3-Chloro-1-(2,4,6-trimethylphenyl)propan-2-one with Amines. -The reaction of the title α-chloro ketone (II) with primary amines is unexpectedly accompanied by a Favorskii rearrangement furnishing the amides (IV) (7 examples). -(YADIGAROV, R. R.; KHALILOV, A. N.; MAMEDOV, I. G.; NAGIEV, F. N.; MAGERRAMOV, A. M.; ALLAKHVERDIEV, M. A.; Russ.
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