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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 28, 1998 - Issue 3
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Original Articles

Acetyl Chloride-Methanol as a Convenient Reagent for: A) Quantitative Formation of Amine Hydrochlorides B) Carboxylate Ester Formation C) Mild Removal of N-t-Boc-Protective Group.

Ayelet Nudelman Department of Chemistry, Bar Ilan University, Ramat Gan, 52900, Israel
,
Yosi Bechor Department of Chemistry, Bar Ilan University, Ramat Gan, 52900, Israel
,
Eliezer Falb Department of Chemistry, Bar Ilan University, Ramat Gan, 52900, Israel
,
Bilha Fischer Department of Chemistry, Bar Ilan University, Ramat Gan, 52900, Israel
,
Barry A. Wexler Dupont Agricultural Products, Stine-Haskell Research Center, P. O. Box 30, Newark, DE, 19714-0030, USA
&
Abraham Nudelman Department of Chemistry, Bar Ilan University, Ramat Gan, 52900, Israel
Pages 471-474 | Received 23 Jun 1997, Published online: 15 Aug 2006
 
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Abstract

Hydrogen chloride qualitatively generated in situ by the addition of acetyl chloride to alcoholic solutions is a useful reagent for carboxylic acid esterification, N-t-Boc deprotection and phosphoramide solvolysis reactions.

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