6690-17-1Relevant academic research and scientific papers
SELECTIVE DEMETHYLATION OF ALIPHATIC METHYL ETHER IN THE PRESENCE OF AROMATIC METHYL ETHER WITH THE ALUMINUM CHLORIDE-SODIUM IODIDE-ACETONITRILE SYSTEM
Node, Manabu,Ohta, Keiichiro,Kajimoto, Tetsuya,Nishide, Kiyoharu,Fujita, Eiichi,Fuji, Kaoru
, p. 4178 - 4180 (2007/10/02)
A combination system of aluminum chloride-sodium iodide-acetonitrile effects selective demethylation of aliphatic methyl ethers in the presence of aromatic methyl ether.KEYWORDS - demethylation; methyl ether; aluminum chloride; sodium iodide; hard acid; soft nucleophile
Hard Acid and Soft Nucleophile System. 2.Demethylation of Methyl Ethers of Alcohol and Phenol with an Aluminum Halide-Thiol System
Node, Manabu,Nishide, Kiyoharu,Fuji, Kaoru,Fujita, Eiichi
, p. 4275 - 4277 (2007/10/02)
Aliphatic and aromatic methyl ethers have been easily cleaved on treatment with a hard acid, aluminum halide, and a soft nucleophile, EtSH, to give parent alcohols and phenols, respectively.With compounds possessing both aliphatic and aromatic methyl ether groups, simultaneous demethylation of both types of ethers occurred.The ethereal carbon-oxygen bond in compounds possessing both ether and ester groups was selectively cleaved under mild conditions by using dichloromethane as a cosolvent.Acetoxyl and N-acetyl groups were shown to be stable to this reagent system, except for easy hydrolysis of aromatic acetoxyl groups under conditions of workup after the reaction.
