Furan-2-carboxaldehyde is known as one of the main reaction products formed from pentoses during thermal treatment.1 Severin and Kro¨nig (1972) reported that this aldehyde reacts easily with 4-hydroxy-5-methyl-3(2H)-furanone also derived from carbohydrate dehydration, giving rise to a yellow condensation product.2 Although as yet not investigated, it might be possible that the reaction of 2-furaldehyde with amino acids might contribute to color development present in the different foods.3 Lewis acid catalyzed reaction of 2-furaldehyde and secondary amines results in the formation of 4,5-diaminocyclopent-2-enones exclusively as the trans diastereomers.4 Li and Batey developed a method for exclusive formation of 4,5-diaminocyclopent-2-enones using lanthanide (III).5 Ethyl lactate is approved by the FDA as a food additive, is derived from renewable resources, and is biodegradable.6 In this paper, we describe a summary of the greenest 4,5- diaminocyclopent-2-enones with ethyl L-lactate (EL) as solvent. The reactions are complete within minutes at room temperature.

Ethyl lactate: a green solvent for the synthesis of colored Maillard reaction products from 2-furaldehyde

NARDI M;
2012-01-01

Abstract

Furan-2-carboxaldehyde is known as one of the main reaction products formed from pentoses during thermal treatment.1 Severin and Kro¨nig (1972) reported that this aldehyde reacts easily with 4-hydroxy-5-methyl-3(2H)-furanone also derived from carbohydrate dehydration, giving rise to a yellow condensation product.2 Although as yet not investigated, it might be possible that the reaction of 2-furaldehyde with amino acids might contribute to color development present in the different foods.3 Lewis acid catalyzed reaction of 2-furaldehyde and secondary amines results in the formation of 4,5-diaminocyclopent-2-enones exclusively as the trans diastereomers.4 Li and Batey developed a method for exclusive formation of 4,5-diaminocyclopent-2-enones using lanthanide (III).5 Ethyl lactate is approved by the FDA as a food additive, is derived from renewable resources, and is biodegradable.6 In this paper, we describe a summary of the greenest 4,5- diaminocyclopent-2-enones with ethyl L-lactate (EL) as solvent. The reactions are complete within minutes at room temperature.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.12078/1381
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