38318-52-4Relevant articles and documents
ETUDE DE LA REACTION DE CYCLISATION DES HALOHYDRINES-1,2 ETHYL PHOSPHONATES DE DIETHYLE POUR L'OBTENTION DE L'EPOXY-1,2 ETHYL PHOSPHONATE DE DIETHYLE
Sturtz, G.,Pondaven-Raphalen, A.
, p. 35 - 48 (2007/10/02)
Here we report on the synthesis of the diethyl 1,2-epoxyethylphosphonate 1 from diethyl 1-halogeno 2-hydroxyethylphosphonates 4a and 4b.The halohydrins were prepared by hypohalogenation of the diethyl vinylphosphonate and their structures confirmed by 31P, 1H and 13C NMR spectroscopy.The epoxidation cyclisation was studied using a variety of bases (HNa, KOH, EtO-, K2CO3) and solvents (THF, EtOH, MeOH).In aprotic solvents, there was a competition between the epoxidation cyclisation and a Wittig-Horner type reaction leading to the vinyl chloride.Good yields of the title compound 1 were obtained using the phase transfer catalysed reactions conditions.