Synthesis 2017; 49(24): 5335-5338
DOI: 10.1055/s-0036-1589103
psp
© Georg Thieme Verlag Stuttgart · New York

A Practical Gram-Scale Synthesis of Acrylohydroxamic Acid

Autoren

  • Bruce C. Hamper*

    a   Department of Chemistry and Biochemistry, University of Missouri-St. Louis, One University Boulevard, St. Louis, MO 63121, USA   eMail: hamperb@umsl.edu
  • Brendan T. Sullivan

    a   Department of Chemistry and Biochemistry, University of Missouri-St. Louis, One University Boulevard, St. Louis, MO 63121, USA   eMail: hamperb@umsl.edu
  • Nigam P. Rath

    b   Center for Nanoscience, Department of Chemistry and Biochemistry, University of Missouri-St. Louis, One University Boulevard, St. Louis, MO 63121, USA
  • Christopher D. Spilling

    a   Department of Chemistry and Biochemistry, University of Missouri-St. Louis, One University Boulevard, St. Louis, MO 63121, USA   eMail: hamperb@umsl.edu

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).
Weitere Informationen

Publikationsverlauf

Received: 15. Juli 2017

Accepted after revision: 09. August 2017

Publikationsdatum:
30. August 2017 (online)


Graphical Abstract

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.

Supporting Information