Logo image
Designing new routes to pharmaceutical reagents via the acid-base reaction of copper(I) oxide with a weak acid in the presence of copper(I) oxide with a weak acid in the presence of a ligand
Poster   Open access

Designing new routes to pharmaceutical reagents via the acid-base reaction of copper(I) oxide with a weak acid in the presence of copper(I) oxide with a weak acid in the presence of a ligand

Charles H. Womack, Megan E. Hinrichsen and Tyler C. Thompson
University of West Florida Libraries
Summer Undergraduate Research Program (University of West Florida, Pensacola, Florida, 2021)
2021

Metrics

1 File views/ downloads
109 Record Views

Abstract

Tris(triphenylphosphine) copper(I) phenolate, (Ph₃P)₃CuOPh, is a possible intermediate in the synthesis of tris(triphenylphosphine) (trifluoromethyl) copper(I), (Ph₃P)₃CuCF₃, which is an important compound in medicinal chemistry. (Ph₃P)₃CuOPh is synthesized by reacting a copper-containing base (copper(I) oxide, Cu₂O) with a weak acid (phenol, PhOH) in the presence of a ligand (triphenylphosphine, PPh₃). We have been altering the conditions of the acid-base reaction to make our phenolate complex in a timelier and more cost-efficient manner, in high purity. So far, we have experimented with sulfuric, hydrobromic and hydrochloric acids as catalysts in our reactions. Currently, we have lowered the synthesis time to 8 hours from 72 hours and have obtained (Ph₃P)₃CuOPh in acceptable purity with an average of 98% yield. We have also attempted to synthesize a very similar nitromethanide complex, which would serve the same purposes as the phenolate, i.e., as an intermediate in the synthesis of our target compound, (Ph₃P)₃CuCF₃. The current yield is around 80%, and we are trying to improve the purity of this intermediate produced by our method.
pdf
Designing new routes to pharmaceutical reagents via...796.94 kBDownloadView
Presentationpdf Open Access

Related links

Details

Logo image