PREPARATION OF 1-AMINOALKYLPHOSPHONIC ACIDS AND 2-AMINOALKYLPHOSPHONIC ACIDS BY REDUCTIVE AMINATION OF OXOALKYLPHOSPHONATES

Citation
A. Ryglowski et P. Kafarski, PREPARATION OF 1-AMINOALKYLPHOSPHONIC ACIDS AND 2-AMINOALKYLPHOSPHONIC ACIDS BY REDUCTIVE AMINATION OF OXOALKYLPHOSPHONATES, Tetrahedron, 52(32), 1996, pp. 10685-10692
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
52
Issue
32
Year of publication
1996
Pages
10685 - 10692
Database
ISI
SICI code
0040-4020(1996)52:32<10685:PO1AA2>2.0.ZU;2-M
Abstract
By reacting dialkyl 1-oxo or 2-oxoalkylphosphonates with benzhydrylami ne followed by reduction with triacetoxyborohydride and acid hydrolysi s gave corresponding aminoalkylphosphonic acids with satisfactory yiel ds. The use of benzylamine, alpha-methylbenzylamine and tritylamine wa s unsuccessful in the case of dialkyl 1-oxoalkylphosphonates whereas c onversion of 2-oxoalkylphosphonates was also achieved although with lo wer yields. Copyright (C) 1996 Elsevier Science Ltd