![Master's Theses](../../assets/md5images/b073eef2c231780838431e1c53638883.jpg)
Department
Chemistry
Degree Name
Master of Science (MS)
Abstract
Attempts to synthesize 3-isoacequinoline by heterocyclic ring formation via the Pomeranz-Fritsch synthesis have been unfruitful. Cyclization of ±-(l-indanimino)-acetaldehyde diethylacetal, and ±-(5-methoxy-l-indanimino)-acetaldehyde diethylacetal have been investigated using concentrated sulfuric acid, or a mixture of concentrated sulfuric acid and phosphoric anhydride in different reaction conditions. None proved to be effective. Modification of the Pomeranz-Fritsch method, in which the reduced Schiff base from ±-(5,6-dimethoxy-l- indanimino)-acetaldehyde diethylacetal was treated with concentrated hydrochloric acid also gave unsatisfactory results. An inverse Friedel-Crafts method employed to cyclize N-tosyl-±-(l-indanamino) acetyl chloride by an intramolecular acylation has been investigated and gives promise of leading to the desired 3-isoacequinoline.
Advisor
Robert L. Dressler
Date of Award
Summer 1969
Document Type
Thesis - campus only access
Recommended Citation
Tark, Sung-Yong, "The Synthesis of Precursors of 3-Isoacequinoline" (1969). Master's Theses. 1250.
DOI: 10.58809/QVYH8659
Available at:
https://scholars.fhsu.edu/theses/1250
Rights
© The Author(s)
Comments
For questions contact ScholarsRepository@fhsu.edu