140-39-6Relevant articles and documents
Fabrication of Fe3O4- l -dopa-CuII/SnIV@Micro-Mesoporous-SiO2 Catalyst Applied to Baeyer-Villiger Oxidation Reaction
Huo, Hongfei,Wu, Li,Ma, Jianxin,Yang, Honglei,Zhang, Le,Yang, Yuanyuan,Li, Shuwen,Li, Rong
, p. 779 - 786 (2016)
A Magnetic mFe3O4-l-dopa-CuII/SnIV@micro-mesoporous-SiO2 catalyst was successfully prepared. The catalyst exhibits high and stable catalytic activity for the Baeyer-Villiger oxidation reaction with air as oxidant. Furthermore, the selectivity can reach nearly 100 %. Meanwhile the catalyst can be easily separated by an external magnet and reused at least up to five cycles without any notable loss in catalytic activity. In addition, the effect of Sn and Cu on the oxidation of cyclohexanone is discussed.
Ross et al.
, p. 4088 (1967)
Catalysis of reaction between ozone and 4-hydroxytoluene in acetic anhydride
Galstyan, A. G.,Sedykh, A. A.,Galstyan, G. A.
, p. 1510 - 1514 (2014)
Kinetics and products of 4-hydroxytoluene oxidation with ozone-air mixture in the presence of transition metal acetates as catalysts have been studied. Main steps of the catalytic series have been considered, and a mechanism of redox catalysis has been proposed which conforms to the experimental data and enables control over the direction, depth, and selectivity of the oxidation. Only manganese(II) acetate has been found to exhibit high catalytic activity in the presence of catalytic amounts of mineral acids. Manganese(II) acetate largely suppresses electrophilic reaction of ozone with the aromatic ring, so that the main reaction direction is oxidation of the methyl group with formation of 4-acetoxybenzyl acetate as the major product (62.6%) and 4-acetoxybenzylidene diacetate as a minor one (10.2%).
New synthesis of 4-methoxyisophthalic acid
Liu,Yan,Wang,Li,Liu
, p. 459 - 461 (2017)
A new synthetic route to 4-methoxyisophthalic acid, the key intermediate in the synthesis of Picotamide, is reported. The new protocol starts from commercially available and cheap 4-methylphenol and includes four steps: esterification, Fries rearrangement, methylation, and oxidation; the overall yield is 49%. Unlike the traditional Blanc chloromethylation/oxidation scheme, the proposed procedure avoids using volatile and corrosive hydrochloric acid.
Theoretical and experimental studies on selective oxidation of aromatic ketone by performic acid
Liu, Bo,Meng, Xiang-Guang,Li, Wei-Yi,Zhou, Liang-Chun,Hu, Chang-Wei
, p. 2920 - 2926 (2012)
The Baeyer-Villiger (B-V) reactions of 3,4-dimethoxy acetophenone (DMOAP), 4-methyl acetophenone (MAP), and acetophenone (AP) with performic acid (PFA) in formic acid (FA) solvent have been studied by density functional theory (DFT) method. The noncatalyzed and the formic acid-catalyzed reaction paths have been calculated at the MPWB1K/6-311++G(d,p)-IEF-PCM// MPWB1K/6-311G(d,p) level of theory. On the basis of the calculations, the attack of peracid to the carbonyl carbon is rate-determining in both the noncatalyzed and acid-catalyzed paths. The selective oxidation of 3,4-dimethoxy acetophenone and 4-methyl acetophenone by performic acid into aromatic esters have been experimentally investigated. The kinetic rate constants were obtained in the temperature range of 303 to 323 K. The selectivity of product was also explained by the NBO electric charge analysis. The calculated activation energy barriers of the B-V reaction of DMOAP and MAP were in good agreement with those of experiment.
An efficient method to prepare aryl acetates by the carbonylation of aryl methyl ethers or phenols
Zhang, Dejin,Yang, Guoqiang,Xiong, Junping,Liu, Jia,Hu, Xingbang,Zhang, Zhibing
, p. 2683 - 2687 (2021/02/16)
Synthesis of valuable chemicals from lignin based compounds is critical for the application of biomass. Here, we develop a method of preparing aryl acetates by the carbonylation of aryl methyl ethers or phenols under low CO pressure. Good to excellent yields of aryl acetates were obtained using different substrates, and a possible reaction mechanism was proposed by conducting a series of control experiments. This method may provide a potential way for the utilization of lignin.
Method for promoting acylation of amine or alcohol by carbon dioxide
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Paragraph 0034-0035, (2021/05/29)
The invention relates to a method for promoting acylation of amine or alcohol by carbon dioxide, which comprises the following steps of: mixing an amine compound, carboxylate or thiocarboxylate compound and a reaction solvent under the action of carbon dioxide, and reacting to obtain an amide compound, or under the action of carbon dioxide, mixing the alcohol compound, the thiocarboxylate compound and the reaction solvent [gamma]-valerolactone, and reacting to obtain the ester compound. According to the invention, under the promotion action of carbon dioxide, carboxylate or thiocarboxylate is used as an acylation reagent, and amine and alcohol are converted into amide and ester compounds in the absence of a transition metal catalyst, so that acylation reagents such as acyl chloride or anhydride with irritation and corrosivity are avoided; and the method has the advantages of simple operation, mild reaction conditions, high tolerance of substrate functional groups, strong applicability and high yield, and provides an efficient, reliable and economical preparation method for synthesis of amide and ester compounds.