Improved Synthesis of 2',6'-Dihydroxy-3,4-dimethoxy Chalcone by Grinding Technique to Synthesize 5-Hydroxy-3',4'-dimethoxy Flavone

5-hydroxy-3',4'-dimethoxy flavone can be efficiently synthesized in two steps via the formation of 2',6'-dihydroxy-3,4-dimethoxy chalcone with good results. 2',6'-dihydroxy-3,4-dimethoxy chalcone as reactants for synthesis of flavones was prepared through Claisen-Schmid...

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Main Authors: Elfi Susanti VH, Sabirin Matsjeh, Mustofa Mustofa, Tutik Dwi Wahyuningsih
Format: Article
Language:English
Published: Universitas Gadjah Mada 2014-07-01
Series:Indonesian Journal of Chemistry
Subjects:
Online Access:https://jurnal.ugm.ac.id/ijc/article/view/21255
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spelling doaj-1113028745be4832864d024a121f2a1e2020-11-24T21:55:58ZengUniversitas Gadjah MadaIndonesian Journal of Chemistry1411-94202460-15782014-07-0114217417810.22146/ijc.2125514353Improved Synthesis of 2',6'-Dihydroxy-3,4-dimethoxy Chalcone by Grinding Technique to Synthesize 5-Hydroxy-3',4'-dimethoxy FlavoneElfi Susanti VH0Sabirin Matsjeh1Mustofa Mustofa2Tutik Dwi Wahyuningsih3Department of Chemistry FKIP Universitas Sebelas Maret, Ir Sutami 36A Surakarta 57126Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Sekip Utara Yogyakarta 55281Faculty of Medicine, Universitas Gadjah Mada, Jl. Sekip Utara Yogyakarta 55281Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Sekip Utara Yogyakarta 552815-hydroxy-3',4'-dimethoxy flavone can be efficiently synthesized in two steps via the formation of 2',6'-dihydroxy-3,4-dimethoxy chalcone with good results. 2',6'-dihydroxy-3,4-dimethoxy chalcone as reactants for synthesis of flavones was prepared through Claisen-Schmidt condensation reaction between 2,6-dihydroxyacetophenones,3,4-dimethoxybenzaldehyde and solid NaOH in mortar for 15 min. The yield of the product (70%) is higher than conventional method (65%). This chalcone then oxidatively cyclized with iodine to form 5-hydroxy-3',4'-dimethoxy flavone (yield 62%). Compounds synthesized were characterized by spectroscopic (IR, 1H-NMR, and 13C-NMR).https://jurnal.ugm.ac.id/ijc/article/view/21255chalconeflavoneClaisen-Schmidtgrinding
collection DOAJ
language English
format Article
sources DOAJ
author Elfi Susanti VH
Sabirin Matsjeh
Mustofa Mustofa
Tutik Dwi Wahyuningsih
spellingShingle Elfi Susanti VH
Sabirin Matsjeh
Mustofa Mustofa
Tutik Dwi Wahyuningsih
Improved Synthesis of 2',6'-Dihydroxy-3,4-dimethoxy Chalcone by Grinding Technique to Synthesize 5-Hydroxy-3',4'-dimethoxy Flavone
Indonesian Journal of Chemistry
chalcone
flavone
Claisen-Schmidt
grinding
author_facet Elfi Susanti VH
Sabirin Matsjeh
Mustofa Mustofa
Tutik Dwi Wahyuningsih
author_sort Elfi Susanti VH
title Improved Synthesis of 2',6'-Dihydroxy-3,4-dimethoxy Chalcone by Grinding Technique to Synthesize 5-Hydroxy-3',4'-dimethoxy Flavone
title_short Improved Synthesis of 2',6'-Dihydroxy-3,4-dimethoxy Chalcone by Grinding Technique to Synthesize 5-Hydroxy-3',4'-dimethoxy Flavone
title_full Improved Synthesis of 2',6'-Dihydroxy-3,4-dimethoxy Chalcone by Grinding Technique to Synthesize 5-Hydroxy-3',4'-dimethoxy Flavone
title_fullStr Improved Synthesis of 2',6'-Dihydroxy-3,4-dimethoxy Chalcone by Grinding Technique to Synthesize 5-Hydroxy-3',4'-dimethoxy Flavone
title_full_unstemmed Improved Synthesis of 2',6'-Dihydroxy-3,4-dimethoxy Chalcone by Grinding Technique to Synthesize 5-Hydroxy-3',4'-dimethoxy Flavone
title_sort improved synthesis of 2',6'-dihydroxy-3,4-dimethoxy chalcone by grinding technique to synthesize 5-hydroxy-3',4'-dimethoxy flavone
publisher Universitas Gadjah Mada
series Indonesian Journal of Chemistry
issn 1411-9420
2460-1578
publishDate 2014-07-01
description 5-hydroxy-3',4'-dimethoxy flavone can be efficiently synthesized in two steps via the formation of 2',6'-dihydroxy-3,4-dimethoxy chalcone with good results. 2',6'-dihydroxy-3,4-dimethoxy chalcone as reactants for synthesis of flavones was prepared through Claisen-Schmidt condensation reaction between 2,6-dihydroxyacetophenones,3,4-dimethoxybenzaldehyde and solid NaOH in mortar for 15 min. The yield of the product (70%) is higher than conventional method (65%). This chalcone then oxidatively cyclized with iodine to form 5-hydroxy-3',4'-dimethoxy flavone (yield 62%). Compounds synthesized were characterized by spectroscopic (IR, 1H-NMR, and 13C-NMR).
topic chalcone
flavone
Claisen-Schmidt
grinding
url https://jurnal.ugm.ac.id/ijc/article/view/21255
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AT sabirinmatsjeh improvedsynthesisof26dihydroxy34dimethoxychalconebygrindingtechniquetosynthesize5hydroxy34dimethoxyflavone
AT mustofamustofa improvedsynthesisof26dihydroxy34dimethoxychalconebygrindingtechniquetosynthesize5hydroxy34dimethoxyflavone
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