Abstract
Background: To carry out the hydrolysis of a bromomethylthiophenone to a hydroxymethylthiophenone, expensive silver triflate has to be used. We wanted to decrease the cost of this step.
Methods: Microwave heating in dimethyl sulfoxide and water was used to perform the above mentioned hydrolysis.
Results: The hydrolysis could be done in a scale up to one gram and the isolated yields were from 51 to 62%.
Conclusion: The best conditions for the hydrolysis were microwave irradiation in water and dimethyl sulfoxide at 100°C. Although the yields in the reaction were moderate and only around 70% of the starting material was accounted for, are the reaction conditions very simple and the reagents very cost effective.
Keywords: Bromomethyl- and hydroxymethylthiophenones, microwave assisted hydrolysis, simple reaction conditions, water/ DMSO.
Current Microwave Chemistry
Title:Microwave Assisted Hydrolysis in the Synthesis of 5-(Bromomethylene)-3- (Hydroxymethyl)thiophen-2(5H)-one
Volume: 3 Issue: 2
Author(s): Tore Benneche and Fiona Shiao Ping Lim
Affiliation:
Keywords: Bromomethyl- and hydroxymethylthiophenones, microwave assisted hydrolysis, simple reaction conditions, water/ DMSO.
Abstract: Background: To carry out the hydrolysis of a bromomethylthiophenone to a hydroxymethylthiophenone, expensive silver triflate has to be used. We wanted to decrease the cost of this step.
Methods: Microwave heating in dimethyl sulfoxide and water was used to perform the above mentioned hydrolysis.
Results: The hydrolysis could be done in a scale up to one gram and the isolated yields were from 51 to 62%.
Conclusion: The best conditions for the hydrolysis were microwave irradiation in water and dimethyl sulfoxide at 100°C. Although the yields in the reaction were moderate and only around 70% of the starting material was accounted for, are the reaction conditions very simple and the reagents very cost effective.
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Cite this article as:
Benneche Tore and Shiao Ping Lim Fiona, Microwave Assisted Hydrolysis in the Synthesis of 5-(Bromomethylene)-3- (Hydroxymethyl)thiophen-2(5H)-one, Current Microwave Chemistry 2016; 3 (2) . https://dx.doi.org/10.2174/2213335602666150804200412
DOI https://dx.doi.org/10.2174/2213335602666150804200412 |
Print ISSN 2213-3356 |
Publisher Name Bentham Science Publisher |
Online ISSN 2213-3364 |
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