1124-39-6Relevant articles and documents
Brewington et al.
, p. 293,294 (1974)
Transetherification of guaiacol to o-ethoxyphenol with gamma Al 2O3 as a catalyst in supercritical ethanol
Yang, Le,Seshan,Li, Yongdan
, p. 36 - 39 (2013)
The production of chemicals from lignin and lignin depolymerisation products is a promising alternative route to replace fossil fuels. Transetherification of guaiacol, a lignin derived model compound, to o-ethoxyphenol with γ-Al2O3 as the catalyst in supercritical ethanol has been investigated. The best reaction condition is 280°C for 3 h, giving a yield of 42% with a selectivity of 86%. A reaction pathway is also proposed. Besides, this work provides an example for producing a longer chain ether from a short chain ether.
Thiols Act as Methyl Traps in the Biocatalytic Demethylation of Guaiacol Derivatives
Grimm, Christopher,Kroutil, Wolfgang,Pompei, Simona,Schiller, Christine,Schober, Lukas
supporting information, p. 16906 - 16910 (2021/07/02)
Demethylating methyl phenyl ethers is challenging, especially when the products are catechol derivatives prone to follow-up reactions. For biocatalytic demethylation, monooxygenases have previously been described requiring molecular oxygen which may cause oxidative side reactions. Here we show that such compounds can be demethylated anaerobically by using cobalamin-dependent methyltransferases exploiting thiols like ethyl 3-mercaptopropionate as a methyl trap. Using just two equivalents of this reagent, a broad spectrum of substituted guaiacol derivatives were demethylated, with conversions mostly above 90 %. This strategy was used to prepare the highly valuable antioxidant hydroxytyrosol on a one-gram scale in 97 % isolated yield.
Selective ether bond breaking method of aryl alkyl ether
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Paragraph 0114-0116, (2020/09/16)
The invention discloses a selective aryl alkyl ether cracking method, which comprises that aryl alkyl ether, aluminum iodide and an additive are subjected to a selective ether bond cleavage reaction in an organic solvent at a temperature of -20 DEG C to a reflux temperature to generate phenol and derivatives thereof. The method is mild in condition and simple and convenient to operate, is suitablefor cracking aryl alkyl ether containing o-hydroxyl and o-carbonyl and acetal ether, and can also be used for removing tertiary carbon hydroxyl protecting groups with higher steric hindrance, such astriphenylmethyl, tertiary butyl and the like.
