Microwave Assisted Hydrolysis in the Synthesis of 5-(Bromomethylene)-3- (Hydroxymethyl)thiophen-2(5H)-one

Author(s): Tore Benneche, Fiona Shiao Ping Lim.

Journal Name: Current Microwave Chemistry

Volume 3 , Issue 2 , 2016

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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.

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Article Details

Year: 2016
Page: [173 - 176]
Pages: 4
DOI: 10.2174/2213335602666150804200412
Price: $58

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