5355-17-9Relevant academic research and scientific papers
Nickel-catalyzed intelligent reductive transformation of the aldehyde group using hydrogen
Tong, Xinli,Guo, Pengfei,Liao, Shengyun,Xue, Song,Zhang, Haigang
supporting information, p. 5828 - 5840 (2019/11/11)
The selective transformation of the aldehyde group (-CHO) in multifunctional oxygenates is a key challenge in the development of sustainable biomass feedstock. Herein, a smart Ni-MFC catalyst was developed from a 2D Ni-based metal-organic framework (MOF), which efficiently promoted the transformation of -CHO in the presence of H2 to a methyl group (-CH3) via the reductive etherification and hydrogenolysis of the C-O ether bond in methanol. Moreover, the catalytic process could be controlled to directionally produce methyl ether (-CH2OR) using the reductive etherification protocol. For the catalytic reduction of vanillin, the Ni-MFC-700 catalyst guaranteed the full conversion of vanillin and 96.5% yield of the desired 2-methoxy-4-methylphenol (MMP), while the Ni-MFC-500 catalyst afforded about 82.7% yield of 4-(methoxymethyl)-2-methoxyphenol in methanol solvent. This is a novel and promising approach for the valorization of multifunctional oxygenates and biomass-derived platform compounds.
A method of manufacturing a lignocellulose compd. (by machine translation)
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Paragraph 0058-0062; 0066-0070, (2018/02/24)
PROBLEM TO BE SOLVED: To provide a production method capable of obtaining a high-purity benzyl ether compound at excellent yield by a simple method. SOLUTION: This invention relates to a method for producing a benzyl ether compound represented by general formula (In the formula, R1-R3each represents a hydrogen atom, a 1-3C alkyl group, or a 1-3C alkoxy group, and R4represents a 1-3C alkyl group) which is obtained by reacting a benzyl alcohol compound having a phenol group with an aliphatic alcohol compound in the presence of an inorganic acid and a nitro compound. COPYRIGHT: (C)2013,JPO&INPIT
Practical process for the air oxidation of cresols: Part A. Mechanistic investigations
Barton, Benita,Logie, Catherine G.,Schoonees, Barbara M.,Zeelie, Bernard
, p. 62 - 69 (2012/12/24)
The catalytic air oxidation of p-cresol and 2,6-di-tert-butyl-4- methylphenol to the corresponding benzaldehydes was investigated to determine the mechanism at work in these oxidation reactions. A number of intermediates and byproducts, mainly in the form of dimers, were observed during the course of the reactions, and their structures were elucidated by spectroscopic and chromatographic methods. The existence of these compounds in the reaction mixtures, and their proposed methods of formation, provided further insight into the mechanism involved in these oxidations.
Selective synthesis of p-hydroxybenzaldehyde by liquid-phase catalytic oxidation of p-cresol
Rode, Chandrashekhar V.,Sonar, Mahesh V.,Nadgeri, Jayprakash M.,Chaudhari, Raghunath V.
, p. 873 - 878 (2013/09/03)
Liquid-phase oxidation of p-cresol over insoluble cobalt oxide (Co 3O4) catalyst under elevated pressure of air gave 95% selectivity to p-hydroxybenzaldehyde, an important flavoring intermediate. The selectivity to p-hydroxybenzaldehyde could be enhanced by manipulating the concentrations of p-cresol, sodium hydroxide, and catalyst and the partial pressure of oxygen in such a way that the byproducts normally encountered in this oxidation process were eliminated or minimized significantly.
Silica-supported sodium hydrogen sulfate catalyzed facile transformation of p-hydroxybenzyl alcohols to p-hydroxybenzyl ethers and thioethers
Ramu,Ravindra Nath,Reddy,Das, Biswanath
, p. 3135 - 3145 (2007/10/03)
The heterogeneous catalyst, silica-supported sodium hydrogen sulfate (NaHSO4·SiO2) has been found to be highly efficient in carrying out the transformation of p-hydroxybenzyl alcohols at room temperature to p-hydroxybenzyl ethers and thioethers in very high yields.
Oxidation of p-cresol to p-hydroxybenzaldehyde with molecular oxygen in the presence of CuMn-oxide heterogeneous catalyst
Wang, Feng,Yang, Guanyu,Zhang, Wei,Wu, Wenhai,Xu, Jie
, p. 633 - 638 (2007/10/03)
A high-yield synthesis of p-hydroxybenzaldehyde from p-cresol and molecular oxygen was achieved over a CuMn-oxide supported carbon catalyst. The reaction parameters such as pressure, stirring speed, reaction temperature, solvent, and the amount of sodium hydroxide in the reaction media were optimized. As a result, a high conversion of p-cresol (99%) and a high selectivity to p-hydroxybenzaldehyde (96%) were realized at the same time. Catalyst separation and recycling tests clearly showed that the reaction proceeded on the heterogeneous catalyst but not on dissolved species.
Rare earth metal trifluoromethanesulfonates catalyzed benzyl-etherification.
Kawada, Atsushi,Yasuda, Kayo,Abe, Hitoshi,Harayama, Takashi
, p. 380 - 383 (2007/10/03)
Rare earth metal trifluoromethanesulfonates [rare earth metal triflate, RE(OTf)3] were found to be efficient catalyst for benzyl-etherification. In the presence of a catalytic amount of RE(OTf)3, condensation of benzyl alcohols and aliphatic alcohols proceeded smoothly to afford the benzyl ethers. The condensation between benzyl alcohols and thiols also proceeded, and thio ethers were obtained in good yield. In these reactions, RE(OTf)3 could be recovered easily after the reactions were completed and could be reused without loss of activity.
An efficient conversion of p-hydroxybenzylic alcohols into p- hydroxybenzylic ethers and thioethers
Das, Biswanath,Venkataiah, Bollu,Madhusudhan, Purushotham
, p. 266 - 268 (2007/10/03)
Different p-hydroxybenzylic alcohols were converted into p- hydroxybenzylic ethers and thioethers in excellent yields by treatment with alcohols and thiols respectively in the presence of catalytic amounts of ceric ammonium nitrate (CAN).
Synthesis of polysubstituted bicyclo[3.3.1]nonane-3,7-diones from cyclohexa-2,5-dienones and dimethyl 1,3-acetonedicarboxylate
Camps, Pelayo,González, Albert,Mu?oz-Torrero, Diego,Simon, Montserrat,Zú?iga, Adriana,Martins, Miriam A.,Font-Bardia, Mercè,Solans, Xavier
, p. 8141 - 8151 (2007/10/03)
Oxidation of polysubstituted phenols with phenyliodonium diacetate gives cyclohexa-2,5-dienones, which on reaction with dimethyl 1,3-acetonedicarboxylate afford double-Michael-addition derivatives, whose hydrolysis and decarboxylation provides polysubstituted bicyclo[3.3.1]nonane-3,7-diones. For steric and/or electronic reasons, the Michael reaction only works with 3,5-unsubstituted or 3-substituted cyclohexa-2,5-dienones, if the substituent is not an electron-releasing or a good electron-withdrawing group. Hydrolysis and decarboxylation of the double-Michael adducts from 2,4,4- or 2,4,4,6-substituted cyclohexa-2,5-dienones gives only products of partial hydrolysis and decarboxylation, which exist exclusively in the enol form. (C) 2000 Elsevier Science Ltd.
Oxidation of p-cresol catalyzed by neat and zeolite encapsulated cobalt salen complexes
Joseph, Trissa,Sajanikumari,Deshpande,Gopinathan, Sarada
, p. 792 - 796 (2007/10/03)
Salen and substituted salen schiff base complexes of cobalt(II) have been synthesized. These complexes have been encapsulated in the supercages of Na-Y zeolite employing flexible ligand method. The neat as well as the zeolite encapsulated complexes have been characterised by XRD, FTIR and UV- vis spectroscopy. Aerial oxidation of p-cresol using these catalysts in presence of a base affords p-hydroxybenzaldehyde (PHBA) in good yield. Among the catalysts studied, cobalt-chlorosalen-Y gives almost 100% conversion of p-cresol with 97% selectivity towards PHBA with a turnover frequency of 1049/h. The spent encapsulated catalysts retain their identity after the oxidation reactions as seen from their IR spectra.
