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

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.

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