14697-48-4

Usage

InChI:InChI=1/C20H38O4/c1-3-5-7-9-13-17-23-19(21)15-11-12-16-20(22)24-18-14-10-8-6-4-2/h3-18H2,1-2H3

Upstream product

• 124-04-9 Adipic acid 
• 111-70-6 n-heptan1ol 
• 201230-82-2 carbon monoxide 
• 106-99-0 buta-1,3-diene 
• 526-99-8 meso-galactaric acid 

Downstream Products

• 124-04-9 Adipic acid 

Relevant academic research and scientific papers

Efficient Palladium-Catalyzed Carbonylation of 1,3-Dienes: Selective Synthesis of Adipates and Other Aliphatic Diesters

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.

Biomass-derived dibasic acids to diesters with inorganic ligand-supported catalyst: synthesis, optimization, characterization

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.

Preparation method for catalytic synthesis of adipic acid dialkyl ester by heteropolyacid

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

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.

NOVEL SYNTHETIC PROCESS OF ADIPIC ACID

A process for synthesizing adipic acid comprising the steps of using glucaric acid or galactaric acid as a starting material, using rhenium catalyst and acid catalyst, using one or more reaction solvents selected from a group consisting of heptanol and butanol; and b) subjecting glucaric acid ester or galactaric acid ester obtained from the step a) to hydrogenation reaction with precious metal catalyst, and then hydrolyzing the ester obtained from this reaction to obtain adipic acid.

Fe2(SO4)3 · xH2O catalytic esterification of aliphatic carboxylic acids with alcohols

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.