110-33-8Relevant articles and documents
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 0038-0039, (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.
Direct synthesis of adipic acid esters via palladium-catalyzed carbonylation of 1,3-dienes
Yang, Ji,Liu, Jiawang,Neumann, Helfried,Franke, Robert,Jackstell, Ralf,Beller, Matthias
, p. 1514 - 1517 (2020/01/08)
The direct carbonylation of 1,3-butadiene offers the potential for a more cost-efficient and environmentally benign route to industrially important adipic acid derivatives. However, owing to the complex reaction network of regioisomeric carbonylation and isomerization pathways, a selective practical catalyst for this process has thus far proven elusive. Here, we report the design of a pyridyl-substituted bidentate phosphine ligand (HeMaRaphos) that, upon coordination to palladium, catalyzes adipate diester formation from 1,3-butadiene, carbon monoxide, and butanol with 97% selectivity and 100% atom-economy under industrially viable and scalable conditions (turnover number > 60,000). This catalyst system also affords access to a variety of other di- and triesters from 1,2- and 1,3-dienes.
Synergism of microwaves and immobilized enzyme catalysis in synthesis of adipic acid esters in nonaqueous media
Yadav, Ganapati D.,Lathi, Piyush S.
, p. 1699 - 1705 (2007/10/03)
Low-energy microwave irradiation leads to enhancement by a factor of up to 2.63 in comparison with conventional heating in immobilized lipase-catalyzed esterification of adipic acid with various alcohols and this effect is due to the greater frequency of collision, without any change in activation energy of the two modes of heating. Copyright Taylor & Francis, Inc.
Fe2(SO4)3 · xH2O catalytic esterification of aliphatic carboxylic acids with alcohols
Zhang, Gui-Sheng
, p. 1159 - 1162 (2007/10/03)
Treatment of various alcohols with aliphatic carboxylic acids in the presence of a catalytic amount of Fe2(SO4)3 · xH2O to give the corresponding esters in good yields.
