SYNTHESES OF HINDERED ALKYL PHOSPHONATES AND PHOSPHONIC & PHOSPHINIC ACIDS

来源 :Chinese Chemical Letters | 被引量 : 0次 | 上传用户:qingtianleng
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A series of di-n-hexyl alkyl phosphonates with bulky substituent on phosphorus was synthesized by PTC P-alkylation using crown ether.Upon saponification of the resulting di-n-hexyl alkylphosphonates in the presence of crown ether or quaternary ammonium halide, corresponding mono-hexyl esters of alkyl phosphonic acids were prepared.Ultrasonic wave, as we found, can catalyze the reaction between dialkyl phosphite & metallic sodium and hydrolysis of dihexyl alkyl phosphonates.A series of di-t-alkyl phosphinic acids were synthesized by the reaction of Grignard reagent with PCl_3 followed by oxidation with 30% H_2O_2.It was found that the reaction between dibutyl phosphite and Grignard reagent of t-alkyl chloride is a new synthetic method for the preparation of mono-esters of highly hindered alkyl phosphonic acids. A series of di-n-hexyl alkyl phosphonates with bulky substituents on phosphorus was synthesized by PTC P-alkylation using crown ether. For saponification of the resulting di-n-hexyl alkylphosphonates in the presence of crown ether or quaternary ammonium halide, corresponding mono -hexyl esters of alkyl phosphonic acids were prepared. Ultrasonic waves, as we found, can catalyzed the reaction between dialkyl phosphite & metallic sodium and hydrolysis of dihexyl alkyl phosphonates. A series of di-t-alkyl phosphinic acids were synthesized by the reaction of Grignard reagent with PCl_3 followed by oxidation with 30% H_2O_2.It was found that the reaction between dibutyl phosphite and Grignard reagent of t-alkyl chloride is a new synthetic method for the preparation of mono-esters of highly hindered alkyl phosphonic acids.
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