Synthesis
DOI: 10.1055/s-0036-1589103
psp
© Georg Thieme Verlag Stuttgart · New York

A Practical Gram-Scale Synthesis of Acrylohydroxamic Acid

Bruce C. Hamper*a, Brendan T. Sullivana, Nigam P. Rathb, Christopher D. Spillinga
  • aDepartment of Chemistry and Biochemistry, University of Missouri-St. Louis, One University Boulevard, St. Louis, MO 63121, USA   Email: hamperb@umsl.edu
  • bCenter for Nanoscience, Department of Chemistry and Biochemistry, University of Missouri-St. Louis, One University Boulevard, St. Louis, MO 63121, USA
This work was supported by a contract from ALKYMOS, Inc. Funding for the ApexII diffractometer was provided by the National Science Foundation (MRI, CHE-0420497).
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Publication History

Received: 15 July 2017

Accepted after revision: 09 August 2017

Publication Date:
30 August 2017 (eFirst)

Abstract

Acrylohydroxamic acid, which is a useful monomer for the preparation of polymeric materials, has been prepared in a straightforward, two-step synthesis from readily available starting materials. The key steps are coupling of acrylic acid with O-tetrahydropyranylhydroxyl amine to provide protection of the hydroxylamine functionality, followed by acid cleavage of the protecting group.

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