Wiley InterScience Backfile Collection 1832-2000
Chemistry and Pharmacology
α-Substituted Phosphonates. 47. Splitting of P—C-Bonds from Trisphosphoryl CompoundsHexaethyldimethylaminomethyl-trisphosphonate (2a) reacts with HCl or trimethylsilylbromid/water by splitting off one phosphoryl group, giving dimethylaminomethyl-bisphosphonic acid (7). The result of methylation of 2a depends on the reagent: with methyliodide one phosphoryl group is split off, and the ammonium salt 11a is formed, while with methyl toluene sulfonate or dimethylsulfate the expected quarternary ammonium salts 10b or 10c are formed. One phosphoryl group of 10c is split off under acidic as well as alkalinous conditions: acidic hydrolysis gives the bisphosphonic acid 15, while under alkalinous conditions the known ylid 16 is formed.
Type of Medium: