Synthetic Communications p. 2069 - 2086 (2003)
Update date:2022-08-04
Topics:
Moorhoff, Cornelis M.
Separation of a mixture β-ketophosphonate 3 and their corresponding enol phosphate 4 is efficiently carried out in aqueous alkaline solutions. Enol phosphate 4 is first extracted with hexanes:dichloromethane (19:1). Acidification of the aqueous layer followed by extraction of the β-ketophosphonate 3 with dichloromethane completes the separation. Thus, when 1-bromo-2,4-pentadione la reacted with triethyl phosphite to give diethyl (2,4-dioxopentyl)phosphonate 3a (Arbuzov-product) and the corresponding enol phosphate 4a (Perkow-product), separation of the two compounds was carried out using this method.
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