Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, European Journal of Organic Chemistry called Cleavage of aromatic methyl ethers by chloroaluminate ionic liquid reagents, Author is Kemperman, Gerardus J.; Roeters, Theodorus A.; Hilberink, Peter W., which mentions a compound: 7651-82-3, SMILESS is OC1=CC2=C(C=NC=C2)C=C1, Molecular C9H7NO, Recommanded Product: 7651-82-3.
The authors discovered serendipitously that chloroaluminate ionic liquids can cleave aromatic Me ethers under surprisingly mild conditions. Three ionic liquids, viz. [Me3NH][Al2Cl7], [BMIM][Al2Cl7] (BMIM = 1-butyl-3-methylimidazolium), and [EMIM][Al2Cl6I] (EMIM = 1-ethyl-3-methylimidazolium), and AlCl3 were prepared and compared in the selective demethylation of 4,5-dimethoxyindanone at the 4-methoxy-function. The ionic liquids exhibited a remarkably high selectivity (96:4) in comparison with AlCl3 (70:30). The reaction time was drastically shortened when the ionic liquids were used. The three ionic liquids displayed the same reactivity in the demethylation of 4,5-dimethoxyindanone. Considering the lower cost and the bulk availability of the precursors of [Me3NH][Al2Cl7], this is the most attractive ionic liquid from an industrial point of view. To make the large-scale application of [Me3NH][Al2Cl7] feasible, the authors have developed a safe upscalable method for its preparation Also, the scope of ether cleavage by the ionic liquid reagent [Me3NHTMAH][Al2Cl7] was studied and aromatic Me-, allyl-, and benzyl-ether cleavage is applicable to a variety of heterocyclic compounds
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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method