(<i>E</i>)-1-(Benzo[<i>d</i>][1,3]dioxol-5-yl)-5,6,6-trimethylhept-4-en-3-one

The title compound (<b>1</b>) was obtained within a project to synthesize analogs of the antiepileptic drug stiripentol. Compound <b>1</b> was synthesized by aldol addition of the lithium enolate of 4-(benzo[<i>d</i>][1,3]dioxol-5-yl)butan-2-one (<b>2</b&...

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Main Authors: Mario Rico-Molina, Joaquín Altarejos, Sofía Salido
Format: Article
Language:English
Published: MDPI AG 2024-12-01
Series:Molbank
Subjects:
Online Access:https://www.mdpi.com/1422-8599/2024/4/M1938
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author Mario Rico-Molina
Joaquín Altarejos
Sofía Salido
author_facet Mario Rico-Molina
Joaquín Altarejos
Sofía Salido
author_sort Mario Rico-Molina
collection DOAJ
description The title compound (<b>1</b>) was obtained within a project to synthesize analogs of the antiepileptic drug stiripentol. Compound <b>1</b> was synthesized by aldol addition of the lithium enolate of 4-(benzo[<i>d</i>][1,3]dioxol-5-yl)butan-2-one (<b>2</b>) to 3,3-dimethylbutan-2-one (<b>3</b>), followed by the dehydration of the resulting β-hydroxy-ketone under acid processing. The structure of <b>1</b> was established by 1D and 2D NMR spectroscopy and high-resolution mass spectrometry.
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institution Kabale University
issn 1422-8599
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publishDate 2024-12-01
publisher MDPI AG
record_format Article
series Molbank
spelling doaj-art-71fdc7f933dc4a758fc91e934c9dca3f2024-12-27T14:42:18ZengMDPI AGMolbank1422-85992024-12-0120244M193810.3390/M1938(<i>E</i>)-1-(Benzo[<i>d</i>][1,3]dioxol-5-yl)-5,6,6-trimethylhept-4-en-3-oneMario Rico-Molina0Joaquín Altarejos1Sofía Salido2Department of Inorganic and Organic Chemistry, Faculty of Experimental Sciences, University of Jaén, Campus of International Excellence in Agri-Food (ceiA3), 23071 Jaen, SpainDepartment of Inorganic and Organic Chemistry, Faculty of Experimental Sciences, University of Jaén, Campus of International Excellence in Agri-Food (ceiA3), 23071 Jaen, SpainDepartment of Inorganic and Organic Chemistry, Faculty of Experimental Sciences, University of Jaén, Campus of International Excellence in Agri-Food (ceiA3), 23071 Jaen, SpainThe title compound (<b>1</b>) was obtained within a project to synthesize analogs of the antiepileptic drug stiripentol. Compound <b>1</b> was synthesized by aldol addition of the lithium enolate of 4-(benzo[<i>d</i>][1,3]dioxol-5-yl)butan-2-one (<b>2</b>) to 3,3-dimethylbutan-2-one (<b>3</b>), followed by the dehydration of the resulting β-hydroxy-ketone under acid processing. The structure of <b>1</b> was established by 1D and 2D NMR spectroscopy and high-resolution mass spectrometry.https://www.mdpi.com/1422-8599/2024/4/M1938stiripentol analogsaldol additionlithium enolateacid dehydration
spellingShingle Mario Rico-Molina
Joaquín Altarejos
Sofía Salido
(<i>E</i>)-1-(Benzo[<i>d</i>][1,3]dioxol-5-yl)-5,6,6-trimethylhept-4-en-3-one
Molbank
stiripentol analogs
aldol addition
lithium enolate
acid dehydration
title (<i>E</i>)-1-(Benzo[<i>d</i>][1,3]dioxol-5-yl)-5,6,6-trimethylhept-4-en-3-one
title_full (<i>E</i>)-1-(Benzo[<i>d</i>][1,3]dioxol-5-yl)-5,6,6-trimethylhept-4-en-3-one
title_fullStr (<i>E</i>)-1-(Benzo[<i>d</i>][1,3]dioxol-5-yl)-5,6,6-trimethylhept-4-en-3-one
title_full_unstemmed (<i>E</i>)-1-(Benzo[<i>d</i>][1,3]dioxol-5-yl)-5,6,6-trimethylhept-4-en-3-one
title_short (<i>E</i>)-1-(Benzo[<i>d</i>][1,3]dioxol-5-yl)-5,6,6-trimethylhept-4-en-3-one
title_sort i e i 1 benzo i d i 1 3 dioxol 5 yl 5 6 6 trimethylhept 4 en 3 one
topic stiripentol analogs
aldol addition
lithium enolate
acid dehydration
url https://www.mdpi.com/1422-8599/2024/4/M1938
work_keys_str_mv AT marioricomolina iei1benzoidi13dioxol5yl566trimethylhept4en3one
AT joaquinaltarejos iei1benzoidi13dioxol5yl566trimethylhept4en3one
AT sofiasalido iei1benzoidi13dioxol5yl566trimethylhept4en3one