Arenes Friedel-Crafts acetylations, acetyl chloride

Friedel-Crafts acylation. Aluminum chloride-mediated acetylation of arenes in the analogous ionic liquid l-methyl-3-ethylimidazolium chloride occurs at room temperature. [Pg.70]

Friedel-Crafts Acetylation. Arenes undergo acetylation to afford aryl methyl ketones on treatment with acetyl chloride (AcCl) together with a Lewis acid, usually aluminum chlorides. This reaction, known as the Friedel-Crafts acetylation, is valuable as a preparative method because a single positional isomer is produced from arenes that possess multiple unsubstituted electron-rich positions in many instances. [Pg.8]

In the presence of a stoichiometric amount of SbCls, Friedel-Crafts acylation proceeds with acyl hahdes and acid anhydrides [47], SbCls also promotes the Fries rearrangement of phenyl acetates [48], The electrophilic acylation of fluoro-olefins with acetyl fluoride or benzoyl fluoride is promoted by SbFs in liquid SOy [49], The Friedel-Crafts acylation of benzene and electron-rich arenes is successfully catalyzed by SbCl5-AgClO4 [50], SbCl, Ar.BCl [51], SbCl5-LiClO4 [52], or CaCI, AgSbFg [53] (Scheme 14,19), Acyl chlorides, acid anhydrides, and acyl enolates are used as sources of acyl groups. [Pg.759]

Friedel-Crafts Reactions. Aluminum trifluoromethanesulfonate has been used for the Friedel-Crafts alkylation reaction of toluene with isopropyl and tert-butyl chlorides (eq 1), and for the acylation of benzene and toluene with acetyl and benzoyl chlorides in low to moderate yields. Intramolecular Friedel-Crafts acylation of an aromatic compound with Meldrum s acid has also been reported using catalytic amounts of Al(OTf)3. Acylation of 2-methoxynaphthalene with acetic anhydride has been reported using Al(OTf)3 and lithium perchlorate as an additive to afford the corresponding 6-acetylated adduct in 83% yield. Effective acylation of arenes with carboxylic acids has also been disclosed using polystyrene-supported Al(OTf)3. ... [Pg.25]