dc.contributor | Braibante, Mara Elisa Fortes | |
dc.contributor | http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4788627U5 | |
dc.contributor | Morel, Ademir Farias | |
dc.contributor | http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4783930A8 | |
dc.contributor | Dalcol, Ionara Irion | |
dc.contributor | http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4797864E9 | |
dc.creator | Brauer, Martin Claudio Nin | |
dc.date.accessioned | 2017-05-19 | |
dc.date.accessioned | 2019-05-24T18:57:06Z | |
dc.date.available | 2017-05-19 | |
dc.date.available | 2019-05-24T18:57:06Z | |
dc.date.created | 2017-05-19 | |
dc.date.issued | 2005-05-20 | |
dc.identifier | BRAUER, Martin Claudio Nin. Use of K-10 and microwave irradiation for the transesterification and synthesis of β-enamino esters. 2005. 123 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2005. | |
dc.identifier | http://repositorio.ufsm.br/handle/1/10621 | |
dc.identifier.uri | http://repositorioslatinoamericanos.uchile.cl/handle/2250/2830787 | |
dc.description.abstract | Due to the high chemical versatility of β-keto esters and the β-enamino carbonylic compounds as synthetic precursors, our research group has investigated and developed methodologies for their synthesis and reactivity. In the present work, we aim to establish a methodology for the transesterification of β-keto esters using montmorillonite (K-10) as a support or catalyst by itself or together with microwave irradiation (MW). We used the methodology to evaluate the synthesis and reactivity of β-enamino esters. The cyclic β-keto ester ethyl-2-oxo-1-cyclopentanecarboxilate was synthesized by ethanol esterification followed by Dieckmann Cyclization of adipic acid. To obtain the series of the cyclic β-keto esters derived from ethyl-2-oxo-1-cyclopentanecarboxilate by transesterification reaction with allylic and benzylic alcohol and (1S, 2R, 5S)-(+)-menthol, montmorillonite (K-10) as catalyst with microwaves was used. To validate the methodology chosen for our work, we compared microwave irradiation to the use of reflux in toluene. The use of K-10/MW in the absence of solvent was shown to be more efficient than refluxing in toluene, giving higher yields with a much reduced reaction time. Cyclic β-enamino esters were obtained by condensation of the previously synthesized β-keto esters with primary amines, using the same K-10/MW methodology adapted to a sealed flask. This step gave excellent results. For the study of the β-enamino esters reactivity evaluation we tried several reduction systems for ethyl 2-allylamino-1-cyclopentene-1-carboxylate, without success. For the evaluation of the β-keto esters reactivity we chose ethyl 2-oxo-1-cyclopentanecarboxylate and allyl 2-oxo-1-cyclopentanecarboxylate. They were used in the condensation reaction with secondary amines and also for cyclization using Mn(OAc)3, to give a cyclic amide and a spiro compound, respectively. | |
dc.publisher | Universidade Federal de Santa Maria | |
dc.publisher | BR | |
dc.publisher | Química | |
dc.publisher | UFSM | |
dc.publisher | Programa de Pós-Graduação em Química | |
dc.rights | Acesso Aberto | |
dc.subject | K-10 | |
dc.subject | Microondas | |
dc.subject | Transesterificação | |
dc.subject | β-cetoésteres | |
dc.subject | β-enamino ésteres | |
dc.subject | Microwave | |
dc.subject | Transesterification | |
dc.subject | β-keto esters | |
dc.subject | β-enamino esters | |
dc.title | Uso de K-10 e irradiação de microondas no estudo da metodologia de transesterificação e na síntese de β-enamino ésteres | |
dc.type | Tesis | |