From: Erno M Keskeny (Erno.M.Keskeny$##$usa.dupont.com)
Date: Wed Sep 27 2000 - 13:44:06 EDT
Check the following references:
S. Hanessian, Tetrahedron Lett., 1549 (1967)
M. Obayashi, M. Schlosser, Chem. Lett., 1715 (1985)
A.J. Pearson, D.C. Rees, J.Am.Chem. Soc., 104, 1118 (1982)
Good luck,
Erno Keskeny
Dear people,
I'm trying to protect a secondary amino(diphenylamine) group in a
molecule using the formation of an amide. The protection step (reaction
with 10% acetic anhidride in acetic acid and a drop of concentrated
sulfuric acid) works very well but after the intended reaction we are
unable to hydrolize the amide. We hace tried with 10 % KOH in water and
ethanol, 10% sulfuric and HCl, CO3K2 in CH3OH, t-ButO- in tButOH
without sucess. Any suggestions? (other than to change the protecting
group).
Thank you in advance
Dr. Cesar Barbero
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