diplomsko delo
Matevž Turk (Author), Janez Košmrlj (Mentor)

Abstract

V sklopu diplomskega dela smo optimizirali reakcijske pogoje Sonogashirove reakcije med 4-bromoacetofenonom in 4-etinil-N,N-dimetilanilinom ter postopek izolacije nastalega produkta. Našli smo kombinacijo reakcijskih pogojev in mobilne faze za čiščenje produkta s preparativno kolonsko kromatografijo, s katero smo uspešno presegli zadan cilj 80% izkoristka. Optimiziran postopek smo preizkusili še na večji skali. 1-[4-[2-[4-(Dimetilamino)fenil]etinil]fenil]etanon, sintetiziran tekom optimizacije, smo dodatno očistili s preparativno kolonsko kromatografijo in okarakterizirali z 1H NMR, 13C NMR, IR in masno spektroskopijo, mu izmerili tališče ter določili njegovo čistost s HPLC.

Keywords

Sonogashirova reakcija;4-bromoacetofenon;4-etinil-N,N-dimetilanilin;optimizacija reakcijskih pogojev;diplomska dela;

Data

Language: Slovenian
Year of publishing:
Typology: 2.11 - Undergraduate Thesis
Organization: UL FKKT - Faculty of Chemistry and Chemical Technology
Publisher: [M. Turk]
UDC: 547.52(043.2)
COBISS: 125498627 Link will open in a new window
Views: 78
Downloads: 29
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Other data

Secondary language: English
Secondary title: Optimisation of the Sonogashira reaction between 4-bromoacetophenone and 4-ethynyl-N,N-dimethylaniline
Secondary abstract: As a part of my Bachelor's thesis we have optimised reaction conditions of the Sonogashira reaction between 4-bromoacetophenone and 4-ethynyl-N,N-dimethylaniline, and the isolation process of the formed product. We have discovered a combination of reaction conditions and a mobile phase, used in purification of the formed product by the means of preparative column cromatography, with which we have successfuly surpassed our goal of an 80% yield. We have further tested the optimised procedure on a larger scale. 1-[4-[2-[4-(Dimethylamino)phenyl]etinyl]phenyl]ethanone, synthesized during the optimization process, has been further purified using preparative column cromatography, and characterized by 1H NMR, 13C NMR, IR and mass spectroscopy, measuring of its melting point and determining its purity by HPLC.
Secondary keywords: Sonogashira reaction;4-bromoacetophenone;ethynyl-N,N-dymethylamine;Kemijske reakcije;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: 28 str.
ID: 16354552