627-91-8Relevant articles and documents
Oxidation of cyclohexanone and/or cyclohexanol catalyzed by Dawson-type polyoxometalates using hydrogen peroxide
Dermeche, Leila,Idrissou, Yasmina,Mazari, Tassadit,Moudjahed, Mohammed,Rabia, Cherifa
, (2022/03/07)
The oxidation of cyclohexanone, cyclohexanol or cyclohexanone/cyclohexanol mixture using as catalyst, Dawson-type polyoxometalates (POMs) of formula, α- and β-K6P2W18O62, α-K6P2Mo6W12O62 and α1-K7P2Mo5VW12O62 and hydrogen peroxide, carried out at 90 °C with a reaction time of 20 h, led to a high number of mono- and di-acids which were identified by GC-MS. Levulinic, 6-hydroxyhexanoic, adipic, glutaric and succinic acids, major products were evaluated by HPLC. Regardless of the substrate nature, all POMs exhibited high catalytic activity with 94–99% of conversion, whereas the formation of the different products is sensitively related to both the composition and symmetry of the POMs and the substrate nature. The main products are adipic acid in the presence of α-K6P2Mo6W12O62 and α1-K7P2Mo5VW12O62, levulinic acid in the presence of α1-K7P2Mo5VW12O62 and β-K6P2W18O62 and 6-hydroxyhexanoic acid in the presence of α- and β-K6P2W18O62. Graphical abstract: High catalytic activity was observed with?α- and?β-K6P2W18O62, α-K6P2Mo6W12O62 and α1-K7P2Mo5VW12O62 Dawson-type for the oxidation of cyclohexanone, cyclohexanol or cyclohexanone/cyclohexanol mixture, in the hydrogen peroxide presence, to several oxygenated products. Adipic, levulinic and 6-hydroxyhexanoic acids are the main products. The peroxo- species formed in situ could be the active sites.[Figure not available: see fulltext.]
Preparation method 6 -hydroxy caproic acid
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, (2021/11/10)
The invention provides a preparation method of 6 -hydroxycaproic acid. The method comprises the following steps: 1) subjecting 1 and 6 - adipic acid to intramolecular dehydration to obtain adipic anhydride. 2) The adipic acid anhydride is reacted with fatty alcohol to obtain the adipic acid monoester. 3) The adipic acid monoester was subjected to a reduction reaction under hydrogen pressure to give 6 - hydroxycaproic acid. 1-hydroxycaproic acid is prepared by taking 6 - and 6 - adipic acid cheap and easily available as raw materials through intramolecular dehydration, ring opening esterification, hydrogenation reduction and the like.
Silica-Mediated Monohydrolysis of Dicarboxylic Esters
Dyker, Gerald
supporting information, p. 6773 - 6776 (2021/12/31)
A new method for the monohydrolysis of dicarboxylic esters is presented, involving as key step a silanolysis at elevated temperatures at the silica gel surface. In the second step, the surface bound silyl esters are cleaved off under mild conditions, giving a straightforward and fast access to half esters. Based on recovered starting material generally yields well above 70 % are achieved, both, with stiff aromatic as well as flexible aliphatic substrates, as long as the ester groups involved are remote enough from each other. Otherwise competing reactions are becoming determinative, anhydride formation in the case of phthalates and decarbonylative fragmentation in the case of malonates. The new method was also successfully tested on a multigram scale with a minimalistic apparatus setup.
Discovery of 6-Oxo-4-phenyl-hexanoic acid derivatives as RORγt inverse agonists showing favorable ADME profile
Nakajima, Ryota,Oono, Hiroyuki,Kumazawa, Keiko,Ida, Tomohide,Hirata, Jun,White, Ryan D.,Min, Xiaoshan,Guzman-Perez, Angel,Wang, Zhulun,Symons, Antony,Singh, Sanjay K.,Mothe, Srinivasa Reddy,Belyakov, Sergei,Chakrabarti, Anjan,Shuto, Satoshi
supporting information, (2021/02/09)
The retinoic acid receptor-related orphan nuclear receptor gamma t (RORγt), which is a promising therapeutic target for immune diseases, is a major transcription factor of genes related to psoriasis pathogenesis, such as interleukin (IL)-17A, IL-22, and IL-23R. Inspired by the co-crystal structure of RORγt, a 6-oxo-4-phenyl-hexanoic acid derivative 6a was designed, synthesized, and identified as a ligand of RORγt. The structure–activity relationship (SAR) studies in 6a, which focus on the improvement of its membrane permeability profile by introducing chlorine atoms, led to finding 12a, which has a potent RORγt inhibitory activity and a favorable pharmacokinetic profile.
NOVEL ESTERIFICATION CATALYST AND USES THEREOF
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Page/Page column 0026; 0028-0029, (2020/07/07)
Tin (II) glucarate is found to be effective alone and in combination with other tin compounds for catalyzing the reaction of carboxylic acids such as furan-2,5-dicarboxylic acid, terephthalic acid and adipic acid with alcohols such as the C1-C3 alcohols.
ORGANOTIN CATALYSTS IN ESTERIFICATION PROCESSES OF FURAN-2,5-DICARBOXYLIC ACID (FDCA)
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Paragraph 0062, (2018/06/06)
A method for preparing sugar-based mono and diesters is described. The process entails the esterification of 2,5-furan-dicarboxylic acid (FDCA) with an alcohol in the presence of low loadings of a homogeneous organotin (IV) catalyst.
Iron-Catalyzed Aerobic Oxidation of Aldehydes: Single Component Catalyst and Mechanistic Studies
Jiang, Xingguo,Zhai, Yizhan,Chen, Junyu,Han, Yulin,Yang, Zheng,Ma, Shengming
supporting information, p. 15 - 19 (2017/11/23)
An aerobic oxidation of aldehydes towards carboxylic acids in MeCN using 1 atm of pure oxygen or oxygen in air as the oxidant and a catalytic amount of single component catalyst, Fe(NO3)3·9H2O, has been developed. Carboxylic acids with different synthetically useful functional groups were obtained at room temperature. Two mechanistic pathways have been proposed based on isotopic labeling, NMR monitoring, and control experiments. The practicality of this reaction has been demonstrated by conducting several 50 mmol-scale reactions using pure oxygen or an air-flow of ~30 mL/min.
NOVEL PROCESS FOR THE PREPARATION OF 1,3-THIAZOL-5-YLMETHYL [(2R,5R)-5- CARBAMOYL) AMINO] -4-(MORPHOLIN-4-YL)BUTANOYL]AMINO}-1,6-DIPHENYLHEXAN-2-YL]CARBAMATE
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Paragraph 0151, (2018/02/28)
The present invention relates to novel processes for the preparation 1,3-Thiazol-5-ylmethyl[(2R,5R)-5-{[(2S)-2-[(methyl{[2-(propan-2-yl)-1,3-thiazol-4-yl]methyl} carbamoyl)amino]-4-(morpholin-4-yl)butanoyl]amino}-1,6-diphenylhexan-2-yl] carbamate having the following structural formula-1 and it's intermediates thereof.
Method for preparing acid through oxidating alcohols or aldehydes by oxygen
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Paragraph 0051; 0052; 0053; 0054; 0064; 0065; 0066, (2017/09/29)
The invention provides a method for preparing acid through oxidating alcohols or aldehydes by using oxygen or oxygen in air as an oxidant. The method comprises the steps: oxidating the alcohols or aldehydes to produce the acid at room temperature in an organic solvent in a manner of taking ferric nitrate (Fe(NO3)3.9H2O), 2,2,6,6-tetramethylpiperidyl nitrogen oxide (TEMPO) and an inorganic halide as catalysts and taking the oxygen or air as an oxidant, and oxidating diols to produce lactone; or, carrying out a reaction on the aldehydes, which serve as a raw material, under neutral conditions by taking ferric nitrate as a catalyst, and oxidating the aldehydes to produce the acid and peroxy acid. The method has the advantages that the method is environmentally friendly, the cost is low, the yield is high, the atomic economical efficiency is high, the compatibility of substrate functional groups is good, the reaction conditions are mild, a reaction scale can be enlarged, and the like, so that the method is suitable for being applied to industrial production.
Sulfonated porous organic polymer as a highly efficient catalyst for the synthesis of biodiesel at room temperature
Gomes, Ruth,Bhanja, Piyali,Bhaumik, Asim
, p. 110 - 116 (2015/11/11)
A new functionalized porous organic polymer bearing sulfonic acid groups (PDVTA-SO3H) at the pore surface with high surface area (SBET = 406 m2 g-1) and Bronsted acidity is reported. The material has been synthesized via post-synthetic sulfonation of the porous co-polymer poly-divinylbenzene-co-triallylamine (PDVTA-1) using chlorosulfonic acid as sulfonating agent. A detailed characterization of the -SO3H functionalized porous polymeric material has been carried out using N2 sorption, FT-IR and UV-vis spectroscopy, HR-TEM, FE-SEM, thermogravimetric and elemental analyses. Temperature programmed desorption of NH3 (TPD-NH3 analysis) of PDVTA-SO3H revealed a very high surface acidity of 2.3 mmol g-1. Such high acidity of PDVTA-SO3H has been explored to investigate its catalytic efficiency towards eco-friendly production of biodiesel via esterification of long-chain free fatty acids (FFA) to the respective fatty acid monoalkyl esters (FAMEs) at room temperature using methanol as reactant as well as solvent. The sulfonated porous polymer is found to be a very active and reusable solid acid catalyst giving high yields (～92-98%) of various biodiesel compounds under very mild reaction conditions.
