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Organische Phosphorverbindungen XXVIII. Die α‐Aminoalkylierung von elementarem weissem Phosphor. Eine einfache Methode zur Darstellung von tertiären Phosphinoxiden, Phosphinsäuren und Phosphonsäuren [1]
Author(s) -
Maier Ludwig
Publication year - 1967
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19670500704
Subject(s) - chemistry , medicinal chemistry , phosphine , yield (engineering) , organic chemistry , catalysis , materials science , metallurgy
White phosphorus reacts with N‐hydroxymethyl‐dialkylamines to give mainly three products, i.e., tris(dialkylaminomethyl) phosphine oxides, bis(dialkylamino‐methyl) phosphinic acids, and dialkylaminomethyl phosphonic acids, according to the equation:\documentclass{article}\pagestyle{empty}\begin{document}$$ 2{\rm P}_4 + 20{\rm R}_{\rm 2} {\rm NCH}_{\rm 2} {\rm OH} \to {\rm R}_{\rm 2} {\rm NCH}_{\rm 2} {\rm P(O)(OH)}_{\rm 2} + 2{\rm}({\rm R}_{\rm 2} {\rm NCH}_{\rm 2})_2 {\rm P(O)OH} + 5{\rm}({\rm R}_{\rm 2} {\rm NCH}_{\rm 2})_3 {\rm P} = {\rm O} + 8{\rm H}_{\rm 2} {\rm O} $$\end{document} The yield of the various products depends mainly upon the ratio of the reactants, the pH, and the solvents used.