Study of the Regioselectivity of the N-alkylation Reaction of 1H-1,2,4-Triazole with an O-tosyl Derivative, Using Two-Dimensional NMR Spectroscopy| Chapter 13 | Theory and Applications of Chemistry Vol. 4
The alkylation reaction of 1 H -1,2,4-triazole with (4-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)methyl-4-methylbenzenesulfonate in presence of K 2 CO 3 as base and a catalytic amount of tetrabutylammonium bromide in N , N ’-dimethylformamide, followed by an oxazoline ring-opening reaction in an acidic medium, and protection of amine function, leads normally to obtain two regioisomers of N -protected β -aminoalcohols with prevalence of the N 1 -isomer. After purification by column chromatography of the crude reaction product, only a single product is obtained in 97% yield. Hence, there is need of its identification by spectroscopic study. Author(s) Details Younas Aouine Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco and Department of Chemistry, Faculty of Sciences, Ibn Zohr University, P.B. 8106, Cité Dakhla, Agadir 80060, Morocco. Salaheddine Boukhssas Organic Chemistry Labo...