Synthesis of the mixed alkyl esters of phenylphosphonic acid by two variations of the Atherton-Todd protocol

Gheorghe Ilia, Mihaela Petric, Erika Bálint, György Keglevich

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Abstract

Phenylphosphonates with mixed alkyl groups were synthesized from ethyl phenyl-H-phosphinate by twomodified Atherton-Todd methods. Using aqueous sodium hydroxide under phase transfer catalytic conditions, the alkyl ethyl phosphonates were obtained in onlymoderate yields. However, applying 1-methylimidazole as the base, the diesters could be prepared in yields of 76-85%. The imidazole hydrochloride formed as a by-product acts as an ionic liquid phase in the reaction, from which the base can be regenerated.

Original languageEnglish
Pages (from-to)29-34
Number of pages6
JournalHeteroatom Chemistry
Volume26
Issue number1
DOIs
Publication statusPublished - Jan 2015

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ASJC Scopus subject areas

  • Chemistry(all)

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