10484-56-7Relevant articles and documents
An efficient lutidine-assisted etherification of phenols with alkyl chloride in water
Aki, Shinji,Nishi, Takao,Minamikawa, Jun-Ichi
, p. 940 - 941 (2004)
An efficient etherification of phenol derivatives with alkyl chloride in water was achieved. The reactivity of the ether bond forming reaction was activated by addition of 2,6-lutidine.
Catalytic cleavage and reformation of ethereal σ-bonds
Murai, Masahito,Origuchi, Kazuki,Takai, Kazuhiko
, p. 927 - 930 (2018)
Ether-exchange reaction of alkyl aryl ethers with alcohols and thiols via the cleavage of the C(sp2)-O bond is described. Bi(OTf)3 was found to be a most effective catalyst, and etherification of fused-aromatic ethers proceeded efficiently. Monitoring of reactions revealed conceptually new transether-ification between two different ethers, which can be regarded as single-bond metathesis under the same reaction conditions.
Iron-catalyzed olefin hydrogenation at 1 bar H2 with a FeCl3-LiAlH4 catalyst
Gieshoff, Tim N.,Villa, Matteo,Welther, Alice,Plois, Markus,Chakraborty, Uttam,Wolf, Robert,Jacobi Von Wangelin, Axel
, p. 1408 - 1413 (2015/03/18)
The scope and mechanism of a practical protocol for the iron-catalyzed hydrogenation of alkenes and alkynes at 1 bar H2 pressure were studied. The catalyst is formed from cheap chemicals (5 mol% FeCl3-LiAlH4, THF). A homogeneous mechanism operates at early stages of the reaction while active nanoparticles form upon ageing of the catalyst solution. This journal is
Microwave-Assisted solid-liquid phase alkylation of naphthols
Balint, Erika,Kovacs, Orsolya,Drahos, Laszlo,Keglevich, Gyoergy
, p. 330 - 336 (2013/07/26)
The microwave promoted alkylation of 1- and 2-naphthols with benzyl, butyl, ethyl and isopropyl halides in the presence of an alkali carbonate may result in O- and C-Alkylated products. The alkylations were O-selective in the presence of K2CO3 in acetonitrile as the solvent and in the absence of phase transfer catalyst. The alkylations utilizing butyl and ethyl halides were also O-selective in solventless accomplishment and in the presence of triethylbenzylammonium chloride.
O-Alkylation of phenol derivatives via a nucleophilic substitution
Cazorla, Clement,Pfordt, Emilie,Duclos, Marie-Christine,Metay, Estelle,Lemaire, Marc
scheme or table, p. 2482 - 2488 (2011/10/31)
The alkylation of phenol derivatives can be achieved in good yield via Lewis or Bronsted acid. The only by-product of the reaction is water and the catalyst can be recycled when using Bronsted acid.
Synthesis of aryl alkyl ethers by alkylation of phenols with quaternary ammonium salts
Maras, Nenad,Polanc, Slovenko,Kocevar, Marijan
experimental part, p. 29 - 36 (2010/09/05)
Phenolic compounds can be efficiently O-methylated with tetramethylammonium chloride in diglyme or polyethyleneglycol (PEG) at temperatures of 150-160 °C and in the presence of either K2CO3 or NaOH. When applying benzyl-trimethylammonium chloride as a reagent, the benzylation and methylation of phenols occurs, with the benzylation product always predominating. With allyl-substituted phenols as substrates and using NaOH as a base it was possible to achieve both the alkylation and the double-bond isomerization of the allyl group to obtain (E/Z)-propenyl-substituted methyl and benzyl aryl ethers in a single preparative step.
Methylation of arenes via Ni-catalyzed aryl C-O/F activation
Guan, Bing-Tao,Xiang, Shi-Kai,Wu, Tao,Sun, Zuo-Peng,Wang, Bi-Qin,Zhao, Ke-Qing,Shi, Zhang-Jie
, p. 1437 - 1439 (2008/12/21)
Aryl C-O and C-F can be transformed into C-Me via Ni-catalyzed coupling with MeMgBr under mild conditions. The Royal Society of Chemistry.
Regioselective alkylation in ionic liquids
Earle, Martyn J.,McCormac, Paul B.,Seddon, Kenneth R.
, p. 2245 - 2246 (2007/10/03)
The room temperature ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate, [bmim][PF6], is used as a 'green' recyclable alternative to dipolar aprotic solvents for the regioselective alkylation at the heteroatom of indole and 2-naphthol.
The use of anion exchange resins for the synthesis of combinatorial libraries containing aryl and heteroaryl ethers
Parlow, John J.
, p. 5257 - 5260 (2007/10/03)
Quaternary ammonium exchange resins (Amberlite IRA-900) were prepared that contained each a mixture of ten aryloxides and heteroaryloxides. The feasibility of generating combinatorial libraries containing aryl and heteroaryl ethers was demonstrated by reacting the resin's with a single electrophile (n-butyl bromide) to afford mixtures of ether products. The advantages of using quaternary ammonium exchange resins over solution phase chemistry to prepare this library are discussed.
