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Date of Award
2024
Document Type
Restricted Thesis: Campus only access
Degree Name
Bachelor of Science
Department
Chemistry
First Advisor
Dr. Emma Goldman
Second Advisor
Dr. Raymond Downey
Abstract
A library of twelve polysubstituted pyrroles were synthesized using continuous flow methodology. Each step of multi-step process was optimized by varying residence time, temperature, and concentration conditions in order to produce greater than 90% conversions and isolated yields. Residence time (30, 60, and 90 minutes) and temperature (135˚C, 140˚C, and 145˚C) were varied independently showing that both percent yield and conversion are increased by longer residence times and higher temperatures. Sarcosine ethyl ester and glycine methyl ester were used in the final ring closing step to yield either the N-methyl or N-H pyrroles, respectively. It was found that using Hunig’s base with the glycine methyl ester HCl or the sarcosine ethyl ester HCl improves the ring closure step, producing better yields and allowing use of a lower residence time in the former reagent.
Recommended Citation
Dwomoh, Kinglsey, "The Continuous Flow Synthesis of Polyfunctionalized Pyrroles" (2024). Honors Theses. 1744.
https://scholarship.richmond.edu/honors-theses/1744