Abstract
A series of eco-friendly solid acid catalysts including; Preyssler, Wells-Dowsen and Keggin HPAs have been used as catalysts for acetylation of alcohols, phenols and salicylic acid with acetic anhydride. The performance of different forms of heteropoly acids in the presence of acetic anhydride as acetylating agent for acetylation of salicylic acid was compared. In all cases, the best conditions were observed using Preyssler as catalyst.
Highlights
Acetylation of alcohols is an important and routinely utilized transformation in organic chemistry[1]
We described the acetylation of alcohols and phenols28and direct acetylation of tetrahydropyranyl ethers[29] by ferric perchlorate, acetylation of THP ethers by bismuth nitrate[30], acetylation of alcohols and phenols using copper (II) sulfate[31] and acetylation of alcohols and phenols using H14[NaP5W30O110]32
In continuation of our investigation on application of heteropoly acids in organic synthesis, in this paper we wish to describe the direct acetylation of alcohols, phenols to corresponding acetylated compounds and salicylic acid to acetylsalicylic acid
Summary
Acetylation of alcohols is an important and routinely utilized transformation in organic chemistry[1]. In this paper we wish to report acetylation of alcohols, phenols and salicylic acid by the various of heteropoly acids in acetic anhydride as acetylating agent without solvent. In order to extend the scope of this acetylation reaction, it was carried out on a variety of substrates using a typical procedure where (0.14-0.56 mol%) of heteropoly acids and 1-1.5 equivalent of substrate to acetic anhydride were added at room temperature.
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