141-28-6Relevant articles and documents
Oxovanadium(V)-Induced Ring-Opening Oxygenation of Cyclic Ketones in Alcohol
Hirao, Toshikazu,Mori, Makoto,Ohshiro, Yoshiki
, p. 2399 - 2400 (1989)
Cyclic ketones underwent ring-opening oxygenation on treatment with VO(OEt)Cl2 in alcohol under oxygen to give the corresponding keto ester or diesters depending on the substituent at 2-position.This system was applicable to a catalytic reaction.
Facile esterification of sulfonic acids and carboxylic acids with triethylorthoacetate
Trujillo, John I.,Gopalan, Aravamudan S.
, p. 7355 - 7358 (1993)
Triethylorthoacetate was found to be surprisingly more effective than triethylorthoformate in the esterification of sulfonic acids and carboxylic acids. Using this reagent, esters of sulfonic and carboxylic acids are prepared in high yields.
Microwave-Assisted Nickel-Catalyzed Rapid Reductive Coupling of Ethyl 3-iodopropionate to Adipic Acid
Zhang, Linfeng,Zheng, Jing,Zou, Wenya,Shu, Yongqi,Yang, Weiran
, p. 2339 - 2345 (2021/01/04)
Abstract: 3-iodopropionic acid (3-IPA) can be efficiently synthesized from the glycerol derivative glyceric acid (GA), which is a potential biomaterial-based platform molecule. In this report, ethyl 3-iodopropionate was rapidly dimerized to diethyl adipate in a microwave reactor using NiCl2·6H2O as a catalyst, co-catalyzed by Mn and the 1, 10-Phenanthroline monohydrate ligand. Under the optimum reaction conditions, diethyl adipate can be obtained with 84% yield at 90?°C in just 5?min. Diethyl adipate was hydrolyzed to obtain the adipic acid (AA) in 89% yield with an acid catalyst. AA is an important chemical and a monomer for producing a wide range of high-performance polymeric substances. This rapid coupling method is also applicable to other alkyl halides. Graphic Abstract: [Figure not available: see fulltext.]
Biomass-derived dibasic acids to diesters with inorganic ligand-supported catalyst: synthesis, optimization, characterization
Chen, Zhe,Han, Sheng,Lu, Deli,Xu, Yumeng
, (2021/08/23)
Several attempts have been made to obtain aliphatic dicarboxylic diesters from esterification reaction to develop the biomass-derived platform molecules and green manufacturing processes. In this paper, Na3(H2O)6[AlMo6O18(OH)6], an Anderson-type polyoxometalate, firstly, was reported as a catalyst for diester synthesis from dicarboxylic acid to diester which showed an well productivity and selectivity characterized by 1H and 13C. Response surface methodology (RSM) integrated with the desirability function approach was used to determine the best operative conditions, and the optimal reaction parameters for maximum dipropyl succinate yield (77 ± 2.5%) were identified as 1.19?mol.% catalyst loading, 4.9:1 propanol/succinic acid ratio, 113?°C, and 9.6?h. Three batches of tests were carried for catalyst recycling with 78–75% yield even after 6 cycles of esterification. In addition, the substrate carbon chain was increased for investigation of substrate scope achieving satisfactory results and all products were characterized by 1H and 13C nuclear magnetic resonance spectroscopy.
Efficient Palladium-Catalyzed Carbonylation of 1,3-Dienes: Selective Synthesis of Adipates and Other Aliphatic Diesters
Yang, Ji,Liu, Jiawang,Ge, Yao,Huang, Weiheng,Ferretti, Francesco,Neumann, Helfried,Jiao, Haijun,Franke, Robert,Jackstell, Ralf,Beller, Matthias
supporting information, p. 9527 - 9533 (2021/03/08)
The dicarbonylation of 1,3-butadiene to adipic acid derivatives offers the potential for a more cost-efficient and environmentally benign industrial process. However, the complex reaction network of regioisomeric carbonylation and isomerization pathways, make a selective and direct transformation particularly difficult. Here, we report surprising solvent effects on this palladium-catalysed process in the presence of 1,2-bis-di-tert-butylphosphin-oxylene (dtbpx) ligands, which allow adipate diester formation from 1,3-butadiene, carbon monoxide, and methanol with 97 % selectivity and 100 % atom-economy under scalable conditions. Under optimal conditions a variety of di- and triesters from 1,2- and 1,3-dienes can be obtained in good to excellent yields.
Preparation method for catalytic synthesis of adipic acid dialkyl ester by heteropolyacid
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Paragraph 0040-0041, (2021/01/15)
The invention relates to a preparation method for catalytic synthesis of adipic acid dialkyl ester by heteropolyacid. The method specifically comprises the following steps: 1) mixing adipic acid, alcohol and heteropolyacid, uniformly stirring, and carrying out esterification reaction; and 2) after the esterification reaction is finished, standing and filtering to remove heteropoly acid, adding a sodium carbonate aqueous solution to obtain an organic phase and a water phase, taking the organic phase, concentrating and drying to obtain the product adipic acid dialkyl ester. Compared with the prior art, the raw materials are easy to obtain, the preparation method is simple, the preparation method is economical and environmentally friendly, and the adopted catalyst has the advantages of beinghigh in reaction activity, easy to recycle and the like.
Compound with fragrance of dried tangerine peel and preparation method thereof, and daily essence
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Paragraph 0050-0054; 0066-0069; 0072-0075, (2020/06/09)
The invention relates to a compound with fragrance of dried tangerine peel and a preparation method thereof, and daily essence. The compound with the fragrance of dried tangerine peel has a structuralformula as described in the specification. The molecular weight of the compound with the fragrance of dried tangerine peel is larger than the molecular weight of a traditional compound with the fragrance of dried tangerine peel, and the compound provided by the invention has better fragrance retention performance and lasting fragrance retention time. Besides, the compound with the fragrance of dried tangerine peel can be used in citrus essence to improve the natural feeling and the heavy feeling of the citrus essence, and the compound has good performance in body fragrance and tail fragranceof the essence.
Electrochemical cross-coupling of biogenic di-acids for sustainable fuel production
Holzh?user, F. Joschka,Creusen, Guido,Moos, Gilles,Dahmen, Manuel,K?nig, Andrea,Artz, Jens,Palkovits, Stefan,Palkovits, Regina
, p. 2334 - 2344 (2019/05/21)
Direct electrocatalytic conversion of bio-derivable acids represents a promising technique for the production of value-added chemicals and tailor-made fuels from lignocellulosic biomass. In the present contribution, we report the electrochemical decarboxylation and cross-coupling of ethyl hydrogen succinate, methyl hydrogen methylsuccinate and methylhexanoic acid with isovaleric acid. The reactions were performed in aqueous solutions or methanol at ambient temperatures, following the principles of green chemistry. High conversions of the starting materials have been obtained with maximum yields between 42 and 61% towards the desired branched alkane products. Besides costly Pt electrodes also (RuxTi1-x)O2 on Ti electrodes exhibited a notable activity for cross-Kolbe electrolysis. As some of the products are insoluble in water, easy product isolation and reuse of the reaction solvent is enabled via phase separation. Several side products have been identified to evaluate the efficiency of the reaction and to elucidate the factors influencing the product selectivity. The yielded alkanes and esters were assessed with regard to their potential as fuels for internal combustion engines. While the longer alkanes constitute promising candidates for the compression-ignition engine, the smaller ester represents an interesting option for the spark-ignition engine.
Method for synthesizing intermediate diethyl adipate
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Paragraph 0007; 0008; 0009-0025, (2019/05/15)
The invention discloses a method for synthesizing an intermediate diethyl adipate. According to the method, adipic acid, ethanol, resin D072, MgO, gamma-glycidyl ether propyl trimethoxysilane, sulfuric acid and hydrochloric acid serve as main raw materials, wherein the raw materials adopted are proportioned as follows: the volume ratio of the adipic acid to the ethanol is 2: 5; and the mass ratioof the MgO to the gamma-glycidyl ether propyl trimethoxysilane is 3: 4. According to the method disclosed by the invention, homemade Mg loaded resin is adopted as a catalyst, and the diethyl adipate is prepared by a reaction rectification coupled process; and the catalyst is moderate in reaction, good in mechanical properties and good in selectivity, is easily separated from a reaction systemand can be reused, so that the method has a relatively good industrial application prospect.
The diamine compound, the resin composition, the resin film, a prepreg, a laminate, a printed wiring board of semiconductor package (by machine translation)
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Paragraph 0038; 0039, (2019/09/19)
[A] providing a low dielectric constant with a diamine compound, a diamine compound-containing resin composition, further, the resin composition obtained, resin film, prepreg, a laminate, printed circuit board and the semiconductor package. In the general formula (1) diamine compound represented by [a]. (In the general formula (1), R1 - R4 Is, independently, an alkyl group of carbon number 2 or more. R1 - R4 The, each alkyl may be the same as, or different alkyl groups. The n, is an integer of 2 or more. )[Drawing] no (by machine translation)
