United States Patent Office Patented Aug
3,524,846 United States Patent Office Patented Aug. 18, 1970 2. phosphonate esters under essentially neutral conditions 3,524,846 which is especially useful for sensitive molecules such as PROCESS FOR THE DIDEALKYLATION OF PHOSPHONATE ESTERS lipids, steroids, sugars, and nucleosides. Other objects and John G. Moffatt, Los Altos, and Gordon H. Jones, Palo advantages of the present invention will become apparent Alto, Calif.; said Moffatt assignor to Syntex Corpora as the invention is described hereinafter in detail and tion, Panama, Panama, a corporation of Panama from the appended claims. No Drawing. Filed June 2, 1967, Ser. No. 643,078 The term "lower alkyl,' as used herein, refers to a Int, C. C07f 9/40 straight or branched chain hydrocarbon group containing U.S. C. 260-211.5 22 Claims up to six carbon atoms inclusive and thus includes methyl, O ethyl, isopropyl, n-butyl, and the like. The term “alkoxy,' as used herein, means the group --OR wherein R is ABSTRACT OF THE DISCLOSURE lower alkyl as defined hereinabove. The term "dialkoxy Didealkylation of phosphonate esters is effected by phosphinyl' means the heating them with a soluble bromide or iodide salt in an aprotic dipolar solvent at a temperature in excess of 5 100° C. -P(OR) monumanomam group wherein R is lower alkyl as defined hereinabove. This invention relates to a novel process for the di Included in the term "monovalent cation' are lithium, dealkylation of phosphonate ester compounds. More par sodium, potassium, ammonium, tetramethylammonium, ticularly, this invention relates to a process for the di 20 tetraethylammonium, tetra-n-propylammonium, tetra-n- dealkylation of a dialkyl phosphonate ester by heating butylammonium, and the like.
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