diplomsko delo
Tej Kolar (Author), Uroš Grošelj (Mentor)

Abstract

Iz tetronske kisline in pirazolona sem v prisotnosti akiralnega organokatalizatorja po mehanizmu Michaelove adicije pripravil adukt, ki sem ga okarakteriziral. Sledečo spojino sem acetiliral z acetanhidridom, vendar reakcija ni potekla. Posledično sem izvedel metiliranje Michaelovega adukta, s katerim sem pridobil končni produkt. Enantiomera metiliranega produkta tetronske kisline in pirazolona sem želel ločiti na kiralni HPLC koloni, vendar ločba ni bila uspešna. Z Michaelovo adicijo pirazolona na N-Boc zaščiteno tetramsko kislino sem sintetiziral racemni adukt. Pri reakciji sem uporabil akiralni organokatalizator.

Keywords

tetronska kislina;tetramska kislina;Michaelova adicija;metiliranje;organokataliza;pirazolon;diplomska dela;

Data

Language: Slovenian
Year of publishing:
Typology: 2.11 - Undergraduate Thesis
Organization: UL FKKT - Faculty of Chemistry and Chemical Technology
Publisher: [T. Kolar]
UDC: 547.7(043.2)
COBISS: 167144195 Link will open in a new window
Views: 62
Downloads: 16
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Other data

Secondary language: English
Secondary title: Organocatalyzed addition of tetronic and tetramic acid to a pyrazolone-based Michael acceptor
Secondary abstract: The adduct of tetronic acid and pyrazolone was synthesized following the Michael addition mechanism and later fully characterized. The reaction was catalyzed by an achiral organocatalyst. The obtained adduct was acetylated with acetic anhydride, but the reaction didn't occur. Consequently the methylation of the same Michael adduct was performed, with which the final product was obtained. The enantiomers were supposed to separate on a chiral HPLC column, but the separation failed. Another racemic adduct was synthesized with N-Boc protected tetramic acid and pyrazolone under Michael addition mechanism, where for the reaction an achiral catalyst was used as well.
Secondary keywords: tetronic acid;tetramic acid;Michael addition;methylation;organocatalysis;Furani;Piroli;Adicija (kemija);Univerzitetna in visokošolska dela;
Type (COBISS): Bachelor thesis/paper
Study programme: 1000373
Embargo end date (OpenAIRE): 1970-01-01
Thesis comment: Univ. v Ljubljani, Fak. za kemijo in kemijsko tehnologijo, UNI Kemija
Pages: 30 str.
ID: 19888207