Publication Date
4-26-2018
Document Type
Article
First Advisor
Gilbert, Thomas M.
Degree Name
B.S. (Bachelor of Science)
Legacy Department
Department of Chemistry and Biochemistry
Abstract
Using 1-hydrosilatrane allows for one-pot direct esterification of aldehydes under mild conditions. This is done by first reducing the aldehyde to an alcohol, and then acetic acid solvent converts the alcohol to the acetate ester. This is unusual, as most reducing agents interact with carboxylic acids to produce side products. Up to 99% conversion of starting aldehyde was observed. The method shows good functional group tolerance, only proving unsuccessful with aldehydes containing strong electron donating groups. A variety of esters were isolated by flash chromatography in yields of 24 – 92%.
Recommended Citation
James, Reuben R.; Herlugson, Sharon; Varjosaari, Sami E.; Skrypai, Vladislav; Adler, Marc Jordan; and Gilbert, Thomas M., "One-pot reductive acetylation of aldehydes using 1-hydrosilatrane" (2018). Honors Capstones. 852.
https://huskiecommons.lib.niu.edu/studentengagement-honorscapstones/852
Extent
5 pages; 1 poster
Language
eng
Publisher
Northern Illinois University
Rights Statement
In Copyright
Rights Statement 2
NIU theses are protected by copyright. They may be viewed from Huskie Commons for any purpose, but reproduction or distribution in any format is prohibited without the written permission of the authors.
Media Type
Text
