583-33-5Relevant articles and documents
A unique pathway to platform chemicals: Aldaric acids as stable intermediates for the synthesis of furandicarboxylic acid esters
Van Strien, Nicolaas,Rautiainen, Sari,Asikainen, Martta,Thomas, David A.,Linnekoski, Juha,Niemel?, Klaus,Harlin, Ali
, p. 8271 - 8277 (2020/12/28)
2,5-Furandicarboxylic acid (FDCA) has received attention as an emerging bio-based building block with many applications, especially in renewable polyesters. The common route to FDCA uses the unstable 5-hydroxymethylfurfural (HMF) as an intermediate. Here, we present an alternative route to FDCA and its esters using C6 aldaric acids as stable intermediates. Aldaric acids, or sugar diacids, can be obtained by the oxidation of C6 sugars or uronic acids from pectin. Subsequent dehydration of aldaric acids by solid acid catalysts in butanol produces furancarboxylates. Using silica-supported acid catalysts, over 90% yields of furancarboxylates were achieved with the selectivity to FDCA and its esters reaching 80%.
Action of boron trifluoride etherate and stannic chloride on heterocyclic aromatic acetals
Raja, S.,Xavier, N.,Arulraj, S. J.
, p. 687 - 689 (2007/10/02)
Twelve heterocyclic aromatic acetals (1a-12a) have been synthesised and their reactions with Lewis acids, viz. boron trifluoride etherate (BTE) and stannic chloride (STC) have been studied.The acetals yield ethers, esters and aldehydes with BTE, but only esters and aldehydes with STC.Interestingly, pyridine-2-aldehyde acetal (12a), yields aldehyde alone, that too in low yield.Probable mechanisms have been suggested for the product formation.
