Sinteze 6-substituiranih 3-benzoilamino-2H-piran-2-onov in nadaljnja cikloadicija z maleinanhidridom

diplomsko delo

Karolina Mulec (Author), Krištof Kranjc (Mentor)

Abstract

V diplomskem delu je moja glavna tematika sinteza štirih različnih 2H-piran-2-onov po »one pot« metodi, ki je od vseh najbolj enostavna in praktična. Poleg sinteze 2H-piran-2-onov sem 2H-piran-2-on z že odstranjeno benzoilno zaščito, torej s prosto 3-aminsko skupino, derivatizirala z dvema različnima acil kloridoma in tako uvedla dve novi zaščitni skupini. Tako sem sintetizirala 2H-piran-2-ona s 4-metoksibenzoilno in z 2-nitrobenzoilno zaščitno skupino. Enega od pripravljenih 2H-piran-2-onov z benzoilno zaščitno skupino sem reagirala z maleinhidridom in sintetizirala biciklo[2.2.2]oktenski adukt. Vseh sedem končnih produktov sem analizirala z IR spektroskopijo, nekatere nove produkte pa tudi z NMR spektroskopijo, masno spektrometrijo (MS) in meritvijo tališč.

Keywords

2H-piran-2-on;Diels-Alderjeva reakcija;maleinanhidrid;biciklo[2.2.2]okteni;diplomska dela;

Data

Language:	Slovenian
Year of publishing:	2025
Typology:	2.11 - Undergraduate Thesis
Organization:	UL FKKT - Faculty of Chemistry and Chemical Technology
Publisher:	[K. Mulec]
UDC:	547.81(043.2)
COBISS:	252438275
Views:	89
Downloads:	12
Average score:	0 (0 votes)
Metadata:

Other data

Secondary language:	English
Secondary title:	Syntheses of 6-substituted 3-benzoylamino 2H-pyran-2-ones and further cycloaddition with maleic anhydride
Secondary abstract:	The main topic of my thesis is the synthesis of four different 2H-pyran-2-ones using the "one pot" synthesis, which is the simplest and most practical of all. In addition to the synthesis of 2H-pyran-2-ones, I derivatized 2H-pyran-2-one with the benzoyl protection already removed, i.e., with a free 3-amino group, with two different acyl chlorides, thus introducing two new protective groups. In this way, I synthesized 2H-pyran-2-one with a 4-methoxybenzoyl and a 2-nitrobenzoyl protecting group. I reacted one of the prepared 2H-pyran-2-ones having a benzoyl protecting group, with maleic anhydride and synthesized a bicyclo[2.2.2]octene adduct. All seven final products were analyzed by IR spectroscopy, and some of the new products were also analyzed by NMR spectroscopy, mass spectrometry (MS), and melting point measurement.
Secondary keywords:	2H-paran-2-one;Diels-Alder reaction;maleic anhydride;bicyclo[2.2.2]octenes;Organska sinteza (kemija);Pirani;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:	1 spletni vir (1 datoteka PDF (32 str.))
ID:	27327598