The Action of Certain Dihaloid Hydrocarbon Derivatives on Ethyl Ester of Phosphorous Acid and on Salts of Diethyl Phosphorous Acid

摘要

The reaction of methylene iodide with the ethyl ester of phosphorus acid yielded iodomethyl phosphorous acid diethyl ester (I), rather than the expected ethyl ester of methane diphosphonic acid (II). The reaction of (I) with Na diethyl phosphite (III) also failed to yield (II), and the action of K diethyl phosphite on (I) resulted in an ethyl ester of hydroxymethyl phosphonic acid (IV). The saponification of (IV) gave the hydroxymethyl phosphonic acid HOCH2PO(OH)2. The ethyl ester of propane diphosphonic acid (V) was formed as the reaction product of trimethylene bromide and (III). The saponification product of (V) was a very stable tetrabasic acid.