A Green, Microwave Knoevenagel Condensation Reaction and Photodimerization of 4-fluorocinnamic acid
Primary Faculty Mentor’s Name
Koushik Banerjee
Proposal Track
Student
Session Format
Poster
Abstract
This work explores the green, microwave Knoevenagel Condensation reaction and solid-state photodimerization of 4-fluorocinnamic acid to yield tetra-substituted cyclobutane derivatives. There exist applications of tetra-substituted cyclobutane derivatives in the pharmaceutical industry, specifically in the synthesis of anti-inflammatory drugs. 4-fluorocinnamic acid in particular is used as a synthetic building block in flavor and pharmaceutical industries. Through this green, microwave Knoevenagel Condensation reaction, a conversion of 4-flurobenzaldehyde to 4-fluorocinnamic acid has been achieved in 98.1% yield. Previous synthetic efforts had reported yields of 90% for a microwave synthesis of 4-fluorocinnamic acid. A solid-state photodimerization of the recovered product achieved 82.4% conversion to the corresponding tetra-substituted cyclobutane derivatives.
Keywords
Organic Chemistry, 4-flurocinnamic acid, Knoevenagel Condensation, truxillic acid, photodimerization
Award Consideration
1
Location
Concourse and Atrium
Presentation Year
2015
Start Date
11-7-2015 10:10 AM
End Date
11-7-2015 11:20 AM
Publication Type and Release Option
Presentation (Open Access)
Recommended Citation
Slack, Steven A., "A Green, Microwave Knoevenagel Condensation Reaction and Photodimerization of 4-fluorocinnamic acid" (2015). Georgia Undergraduate Research Conference (2014-2015). 62.
https://digitalcommons.georgiasouthern.edu/gurc/2015/2015/62
A Green, Microwave Knoevenagel Condensation Reaction and Photodimerization of 4-fluorocinnamic acid
Concourse and Atrium
This work explores the green, microwave Knoevenagel Condensation reaction and solid-state photodimerization of 4-fluorocinnamic acid to yield tetra-substituted cyclobutane derivatives. There exist applications of tetra-substituted cyclobutane derivatives in the pharmaceutical industry, specifically in the synthesis of anti-inflammatory drugs. 4-fluorocinnamic acid in particular is used as a synthetic building block in flavor and pharmaceutical industries. Through this green, microwave Knoevenagel Condensation reaction, a conversion of 4-flurobenzaldehyde to 4-fluorocinnamic acid has been achieved in 98.1% yield. Previous synthetic efforts had reported yields of 90% for a microwave synthesis of 4-fluorocinnamic acid. A solid-state photodimerization of the recovered product achieved 82.4% conversion to the corresponding tetra-substituted cyclobutane derivatives.
