Optimizacija sinteze metil 6-(hidroksimetil)pikolinata za pripravo ligandov

Dolinar, Dominik (author), Perdih, Franc (mentor)

Pri svojem diplomskem delu sem se osredotočil na optimizacijo sinteze metil 6-(hidroksimetil)pikolinata iz dimetil dipikolinata. Izvedel sem reakcije redukcije na 10 g skali pri čemer sem spreminjal hitrost dodajanja reagenta. Za izboljšanje izkoristka sem spreminjal tudi volumen in število ponovitev pri ekstrakciji. S pomočjo TLC sem z mešanjem topil v različnih razmerjih določil najprimernejšo mobilno fazo za čiščenje s kolono. Izvedel sem še eno reakcijo pod nekoliko drugačnimi pogoji na manjši skali. Na koncu sem čistost produktov preveril z 1H NMR analizo.

• Language: Slovenian
• Keywords: dimetil dipikolinat, metil 6-(hidroksimetil)pikolinat, redukcija, optimizacija
• Work type: Bachelor thesis/paper
• Typology: 2.11 - Undergraduate Thesis
• Organization: FKKT - Faculty of Chemistry and Chemical Technology
• Year: 2023
• PID: 20.500.12556/RUL-149473
• COBISS.SI-ID: 169275907
• Publication date in RUL: 07.09.2023

Secondary language

• Language: English
• Title: Optimization of the methyl 6-(hydroxymethyl)picolinate for ligand preparation

Abstract

In the thesis, I focused on the optimization of the synthesis of methyl 6-(hydroxymethyl)picolinate from dimethyl dipicolinate. I performed the reduction reactions on a 10 g scale, varying the reagent addition rate. To improve the yield, I also varied the volume and the number of extraction repetitions. Using TLC, I determined the most suitable mobile phase for column purification by mixing solvents in different ratios. I carried out another reaction under slightly different conditions on a smaller scale. Finally, I checked the purity of the products by 1H NMR analysis.

• Keywords: dimethyl dipicolinate, methyl 6-(hydroxymethyl)picolinate, reduction, optimization