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The New Jersey Institute of Technology's
Electronic Theses & Dissertations Project

Title: Intermediates for p-acetamidocinnamic ester synthesis
Author: Fix, William Grayson
View Online: njit-etd1955-010
(vii, 41 pages ~ 1.9 MB pdf)
Department: Department of Chemical Engineering
Degree: Master of Science
Program: Chemical Engineering
Document Type: Thesis
Advisory Committee: Kreps, Saul I. (Committee chair)
Frederick, Michael (Committee member)
Scheibel, Edward G. (Committee member)
Date: 1955-06
Keywords: Chemistry, Organic -- Synthesis
Availability: Unrestricted
Abstract:

After a review of the various methods found in the literature, a series of reactions were selected which were reported to have good yields.

Using p-nitrotoluene as a starting material, a simultaneous oxidation and reduction with sodium polysulfide was investigated as a means of making p-aminobenzaldehyde. Experimental procedures and yields were reported, and improved methods of recovery were described.

Using p-aminobenzaldehyde from the first reaction, a condensation with malonic acid, in pyridine-piperidine medium, was investigated as a means of preparing p-aminocinnamic acid.

A recommended procedure was described, and some suggestions were made concerning the completion of the synthesis of p-acetamidocinnamic esters.


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