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The course of the reaction between phosphorus trichloride, acetamide and ethyl oxoalkanecarboxylates was studied in terms of the production of side-products. When ethyl 2-oxocycloalkane-and 4-oxocyclohexanecarboxylates were used as substrates, not only mixtures of the expected products-aminophosphonocycloalkanecarboxylic acids and their ethyl esters but AMIDOALKYLATION OF PHOSPHORUS TRICHLORIDE WITH ACETAMIDE 1069 substrate and solvent with phosphonylating agent) were observed. Ethyl 2-oxocyclooctanecarboxylate afforded the expected 2-amino-2-pohosphonocyclooctanecarboxylic acid in minute amounts. For comparison reactions of 1-butyloxocarbonyloxopiperidines afforded the desired aminopiperidinephosphonic acids in good yields and without formation of side-products.

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