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Journal Science Intensive Technologies №3 for 2013 г.
Article in number:
Phase transfer method for PH-alkylation of dimethylphosphite with methylchloroacetate
Keywords: phase transfer method phase transfer catalyst PH-alkylation two-phase system dimethylphosphite methylchloroacetate trimethyl phosphonoacetate hydrolysis phosphonacetic acid
Authors:
N.А. Bondarenko, А.V. Kharlamov, О.I. Artyushin
Abstract:
Phosphonoacetic acid can be widely used as an antiviral substance and thus development of simple synthesis of trimethyl phosphonoacetate and its hydrolysis are of considerable interest. The well-known Michaelis-Becker phase transfer method of PH-alkylation of dialkylphosphite anions is (are) unsuitable in the case of dimethylphosphite anion. The developed procedure for alkylation of dimethylphosphite with methylchloroacetate at room temperature in the presence of solid potassium or cesium carbonates without using solvent and phase transfer catalyst allows to obtain trimethyl phosphonoacetate in a high yield. This method is the simplest variant of the phase transfer catalysed Michaelis-Becker reaction. Hydrolysis of trimethyl phosphonoacetate is carried out by the two step procedure: heating of trimethyl phosphonoacetate aqueous solution at 150-160°C and high pressure followed by refluxing the obtained mixture at atmospheric pressure with methanol distillation.
Pages: 11-15
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