Ca(OH)(2)-Catalyzed Condensation of Aldehydes with Methyl ketones in Dilute Aqueous Ethanol: A Comprehensive Access to α,β-Unsaturated Ketones

Cheap, abundant but seldom-employed Ca(OH)(2) was found to be an excellent low-loading (5–10 mol%) catalyst for Claisen-Schmidt condensation of aldehydes with methyl ketones under mild conditions. It was interesting that dilute aqueous ethanol (20 v/v%) was unexpectedly discovered to be the optimal...

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Autores principales: Yu, Lei, Han, Mengting, Luan, Jie, Xu, Lin, Ding, Yuanhua, Xu, Qing
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group 2016
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4957220/
https://www.ncbi.nlm.nih.gov/pubmed/27443482
http://dx.doi.org/10.1038/srep30432
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author Yu, Lei
Han, Mengting
Luan, Jie
Xu, Lin
Ding, Yuanhua
Xu, Qing
author_facet Yu, Lei
Han, Mengting
Luan, Jie
Xu, Lin
Ding, Yuanhua
Xu, Qing
author_sort Yu, Lei
collection PubMed
description Cheap, abundant but seldom-employed Ca(OH)(2) was found to be an excellent low-loading (5–10 mol%) catalyst for Claisen-Schmidt condensation of aldehydes with methyl ketones under mild conditions. It was interesting that dilute aqueous ethanol (20 v/v%) was unexpectedly discovered to be the optimal solvent. The reaction was scalable at least to 100 mmol and calcium could be precipitated by CO(2) and removed by filtration. Evaporation of solvent directly afforded the product in the excellent 96% yield with high purity, as confirmed by its (1)H NMR spectrum.
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spelling pubmed-49572202016-07-26 Ca(OH)(2)-Catalyzed Condensation of Aldehydes with Methyl ketones in Dilute Aqueous Ethanol: A Comprehensive Access to α,β-Unsaturated Ketones Yu, Lei Han, Mengting Luan, Jie Xu, Lin Ding, Yuanhua Xu, Qing Sci Rep Article Cheap, abundant but seldom-employed Ca(OH)(2) was found to be an excellent low-loading (5–10 mol%) catalyst for Claisen-Schmidt condensation of aldehydes with methyl ketones under mild conditions. It was interesting that dilute aqueous ethanol (20 v/v%) was unexpectedly discovered to be the optimal solvent. The reaction was scalable at least to 100 mmol and calcium could be precipitated by CO(2) and removed by filtration. Evaporation of solvent directly afforded the product in the excellent 96% yield with high purity, as confirmed by its (1)H NMR spectrum. Nature Publishing Group 2016-07-22 /pmc/articles/PMC4957220/ /pubmed/27443482 http://dx.doi.org/10.1038/srep30432 Text en Copyright © 2016, The Author(s) http://creativecommons.org/licenses/by/4.0/ This work is licensed under a Creative Commons Attribution 4.0 International License. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in the credit line; if the material is not included under the Creative Commons license, users will need to obtain permission from the license holder to reproduce the material. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/
spellingShingle Article
Yu, Lei
Han, Mengting
Luan, Jie
Xu, Lin
Ding, Yuanhua
Xu, Qing
Ca(OH)(2)-Catalyzed Condensation of Aldehydes with Methyl ketones in Dilute Aqueous Ethanol: A Comprehensive Access to α,β-Unsaturated Ketones
title Ca(OH)(2)-Catalyzed Condensation of Aldehydes with Methyl ketones in Dilute Aqueous Ethanol: A Comprehensive Access to α,β-Unsaturated Ketones
title_full Ca(OH)(2)-Catalyzed Condensation of Aldehydes with Methyl ketones in Dilute Aqueous Ethanol: A Comprehensive Access to α,β-Unsaturated Ketones
title_fullStr Ca(OH)(2)-Catalyzed Condensation of Aldehydes with Methyl ketones in Dilute Aqueous Ethanol: A Comprehensive Access to α,β-Unsaturated Ketones
title_full_unstemmed Ca(OH)(2)-Catalyzed Condensation of Aldehydes with Methyl ketones in Dilute Aqueous Ethanol: A Comprehensive Access to α,β-Unsaturated Ketones
title_short Ca(OH)(2)-Catalyzed Condensation of Aldehydes with Methyl ketones in Dilute Aqueous Ethanol: A Comprehensive Access to α,β-Unsaturated Ketones
title_sort ca(oh)(2)-catalyzed condensation of aldehydes with methyl ketones in dilute aqueous ethanol: a comprehensive access to α,β-unsaturated ketones
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4957220/
https://www.ncbi.nlm.nih.gov/pubmed/27443482
http://dx.doi.org/10.1038/srep30432
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