Sn(II)-catalyzed β-citronellol esterification: a Bronsted acid-free process for synthesis of fragrances at room temperature

Simple SnCl2 center dot 2H(2)O was demonstrated to be able to catalyze beta-citronellol esterification with acetic acid at room temperature under solvent-free conditions, achieving high conversion and ester selectivity (ca. 88% and 99%, respectively). Tin(II) chloride is a stable and water-tolerant Lewis acid that is commercially available and less corrosive than Bronsted acid catalysts. This selective process is an attractive alternative to the mineral acid-catalyzed process because it avoids product neutralization common in those reactions. The effects of main reaction parameters such as reactant stoichiometry, temperature, solvent, and catalyst concentration were assessed. Among the tin catalysts evaluated, SnCl2 was the most active and selective. Moreover, SnCl2 was as active as sulfuric and p-toluenesulfonic acid catalysts, the Bronsted acids investigated herein, with additional advantages of being a solid and less corrosive catalyst.