Priprava izbranih 2-naftilaminov z Buchererjevo reakcijo

diplomsko delo

Nika Rupnik (Author), Janez Košmrlj (Mentor)

Abstract

V diplomskem delu je predstavljena sinteza treh 2-naftilaminskih produktov. Sintezo smo izvajali v dveh stopnjah. V prvi smo uspešno pripravili ketonski derivat iz 6-bromo-2-naftola in 2-hidroksietil vinil etra s Heckovo reakcijo. Pri reakciji je kot katalizator nastopal in situ tvorjen paladijev(0) kompleks. V drugi stopnji smo hidroksilno skupino 1-(6-hidroksinaftalen-2-il)etan-1-ona zamenjali z izbranim sekundarnim aminom (dimetilaminom, piperidinom ali pirolidinom). Reakcija, ki smo jo izvajali v avtoklavu, je potekala po mehanizmu Buchererjeve reakcije. Sinteze vseh treh produktov so bile uspešno izvedene, produkti pa ustrezno okarakterizirani.

Keywords

Buchererjeva reakcija;Heckova reakcija;C-C spajanje;C-N spajanje;paladijev katalizator;diplomska dela;

Data

Language:	Slovenian
Year of publishing:	2023
Typology:	2.11 - Undergraduate Thesis
Organization:	UL FKKT - Faculty of Chemistry and Chemical Technology
Publisher:	[N. Rupnik]
UDC:	547.654(043.2)
COBISS:	167193603
Views:	73
Downloads:	16
Average score:	0 (0 votes)
Metadata:

Other data

Secondary language:	English
Secondary title:	Preparation of selected 2-naphthylamines by Bucherer reaction
Secondary abstract:	This bachelor's thesis presents the synthesis of three distinct 2-naphthylamines through a two-stage approach. The first stage encompassed the preparation of a ketone from 6-bromo-2-naphthol and 2-hydroxyethyl vinyl ether via Heck reaction. The palladium(0) complex was formed in situ and acted as the catalyst. In the second stage, the hydroxil group of 1-(6-hydroxynaphthalen-2-yl)ethan-1-on was substituted with a selected secondary amine (dimethylamine, piperidine or pyrrolidine) via Bucherer reaction. The reaction was performed in an autoclave. All three syntheses were carried out successfully.
Secondary keywords:	Bucherer reaction;Heck reaction;2-naphthylamines;palladium catalyst;Naftilamini;Organska sinteza (kemija);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:	34 str.
ID:	19892458