Catalytic acetylation of alcohols and phenols with ferric perchlorate in acetic acid

Acetylation of alcohols, phenols and salicylic acid by heteropoly acids in acetic anhydride: a green and eco-friendly protocol for synthesis of acetyl salicylic acid (Aspirin)

“…Recently we described the acetylation of alcohols and phenols 28 24 . 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.…”

Hydrated ferric perchlorate, Fe(ClO4)3.XH2O in organic synthesis. A short review

“…Ferric perchlorate (0.25 mol%) is able to promote quantitative acetylation of alcohols and phenols using acetic acid as acetylating agent at room temperature in high yields (Scheme 6). The plausible mechanism has been proposed for these reactions (Scheme 7) [58].…”

“…The method available for the direct conversion of THP ethers to the corresponding acetates include FeCl 3 /Ac 2 O, AcOH/AcCl, Ti/Ac 2 O, bismuth salts, Cu(OTf) 2 /Ac 2 O and ZrCl 4 [63][64][65][66][67][68]. Ferric perchlorate in catalytic amounts can convert THP ethers directly and efficiently to the corresponding acetates in high yields in a one-pot reaction in the presence of acetic acid (Scheme 8) [69]. …”

A Facile and Efficient Method for Catalytic Acetylation of Alcohols with Acetic Acid

“…Several catalytic systems involving Lewis acids [3][4][5][6][7] and metal triflates [8][9][10][11][12][13] have been explored for the esterification of alcohols using acetic anhydride. Recently acetic acid, which is the precursor of acetic anhydride, was used as acylating agent in presence of ferric perchlorate, 14 however perchlorates are potentially explosive. Therefore, development of simple and environmentally friendly method for acetylation of alcohols utilizing inexpensive and readily available reagent is still desirable.…”

“…Use of substituted acetic acid e.g. trichloroacetic acid also led to the formation of corresponding acetate in good yields (entry [13][14][15][16]. The sensitive functional groups such as bromo, double bonds, and triple bonds remained unaffected under the current reaction conditions.…”