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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University of Brawijaya
2019
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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) |
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DOAJ |
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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 |
_version_ |
1718391522018197504 |