Synthesis of 1-(2-Methoxybenzyl)-1,10-phenanthrolin-1-ium Bromide from Gandapura Oil

This study describes simple synthetic method to prepare 1-(2-methoxybenzyl)-1,10-phenanthrolin-1-ium bromide from gandapura oil. The salt were synthesized in four steps. Initially, commercial gandapura oil was directly subjected to the alkylation reaction under basic condition using dimethyl sulfate...

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Autores principales: Muhammad Idham Darussalam Mardjan, Dhina Fitriastuti, Bambang Purwono, Jumina Jumina
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Lenguaje:EN
Publicado: University of Brawijaya 2019
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Acceso en línea:https://doaj.org/article/e714a72bbd714bab80774ea5df5e20e0
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spelling oai:doaj.org-article:e714a72bbd714bab80774ea5df5e20e02021-12-02T14:21:46ZSynthesis of 1-(2-Methoxybenzyl)-1,10-phenanthrolin-1-ium Bromide from Gandapura Oil2302-46902302-4690https://doaj.org/article/e714a72bbd714bab80774ea5df5e20e02019-12-01T00:00:00Zhttps://jpacr.ub.ac.id/index.php/jpacr/article/view/484/pdfhttps://doaj.org/toc/2302-4690https://doaj.org/toc/2302-4690This study describes simple synthetic method to prepare 1-(2-methoxybenzyl)-1,10-phenanthrolin-1-ium bromide from gandapura oil. The salt were synthesized in four steps. Initially, commercial gandapura oil was directly subjected to the alkylation reaction under basic condition using dimethyl sulfate to give methyl 2-methxybenzoate in 86% yield. Next, the produced benzoate ester was reduced by LiAlH4 to produce 2-methoxybenzyl alcohol in 67% yield. The treatment of benzyl alcohol with phosphorus tribromide under solvent free condition produced the corresponding benzyl bromide (in 67% yield), which was directly introduced into bimolecular nucleophilic substitution reaction with 1,10-phenantroline monohydrate to finally give the desired product in 63% yield.Muhammad Idham Darussalam MardjanDhina FitriastutiBambang PurwonoJumina JuminaUniversity of Brawijayaarticlephenanthroline saltgandapura oilalkylationreductionhalogenation and bimolecular nucleophilic substitutionChemistryQD1-999ENJournal of Pure and Applied Chemistry Research, Vol 8, Iss 3, Pp 239-244 (2019)
institution DOAJ
collection DOAJ
language EN
topic phenanthroline salt
gandapura oil
alkylation
reduction
halogenation and bimolecular nucleophilic substitution
Chemistry
QD1-999
spellingShingle phenanthroline salt
gandapura oil
alkylation
reduction
halogenation and bimolecular nucleophilic substitution
Chemistry
QD1-999
Muhammad Idham Darussalam Mardjan
Dhina Fitriastuti
Bambang Purwono
Jumina Jumina
Synthesis of 1-(2-Methoxybenzyl)-1,10-phenanthrolin-1-ium Bromide from Gandapura Oil
description This study describes simple synthetic method to prepare 1-(2-methoxybenzyl)-1,10-phenanthrolin-1-ium bromide from gandapura oil. The salt were synthesized in four steps. Initially, commercial gandapura oil was directly subjected to the alkylation reaction under basic condition using dimethyl sulfate to give methyl 2-methxybenzoate in 86% yield. Next, the produced benzoate ester was reduced by LiAlH4 to produce 2-methoxybenzyl alcohol in 67% yield. The treatment of benzyl alcohol with phosphorus tribromide under solvent free condition produced the corresponding benzyl bromide (in 67% yield), which was directly introduced into bimolecular nucleophilic substitution reaction with 1,10-phenantroline monohydrate to finally give the desired product in 63% yield.
format article
author Muhammad Idham Darussalam Mardjan
Dhina Fitriastuti
Bambang Purwono
Jumina Jumina
author_facet Muhammad Idham Darussalam Mardjan
Dhina Fitriastuti
Bambang Purwono
Jumina Jumina
author_sort Muhammad Idham Darussalam Mardjan
title Synthesis of 1-(2-Methoxybenzyl)-1,10-phenanthrolin-1-ium Bromide from Gandapura Oil
title_short Synthesis of 1-(2-Methoxybenzyl)-1,10-phenanthrolin-1-ium Bromide from Gandapura Oil
title_full Synthesis of 1-(2-Methoxybenzyl)-1,10-phenanthrolin-1-ium Bromide from Gandapura Oil
title_fullStr Synthesis of 1-(2-Methoxybenzyl)-1,10-phenanthrolin-1-ium Bromide from Gandapura Oil
title_full_unstemmed Synthesis of 1-(2-Methoxybenzyl)-1,10-phenanthrolin-1-ium Bromide from Gandapura Oil
title_sort synthesis of 1-(2-methoxybenzyl)-1,10-phenanthrolin-1-ium bromide from gandapura oil
publisher University of Brawijaya
publishDate 2019
url https://doaj.org/article/e714a72bbd714bab80774ea5df5e20e0
work_keys_str_mv AT muhammadidhamdarussalammardjan synthesisof12methoxybenzyl110phenanthrolin1iumbromidefromgandapuraoil
AT dhinafitriastuti synthesisof12methoxybenzyl110phenanthrolin1iumbromidefromgandapuraoil
AT bambangpurwono synthesisof12methoxybenzyl110phenanthrolin1iumbromidefromgandapuraoil
AT juminajumina synthesisof12methoxybenzyl110phenanthrolin1iumbromidefromgandapuraoil
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