長鎖アルケンホスホン酸誘導体の合成-1-α-オレフィンへの三塩化リンのラジカル付加反応,α-オレフィンのクロルホスホン化反応およびβ-ブロムアルケンと亜リン酸トリエチルとの反応による

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Diethyl octenylphosphonate was prepared from oct-1-ene, by the three methods ; (1) free radical addition of PCl3, initiated with peroxide, (2) chlorophosphonation by the system of oct-1-ene-PCl3-O2 (3) Arbuzov reaction of triethylphosphite and octenyl bromide, prepared by treating oct-1-ene with N-bromo-succinic imide. The structure of these products were assigned by the spectra of IR and NMR and other analytical methods. By the method (1), diethyl oct-1-enyl-1-phosphonate was obtained in 13% yield ; by the method (2), the mixture of three types of diethyl α, β-unsaturated octenylphosphonate and diethyl octenyl-phosphonate, which was yielded by the introduction of phosphono group into the saturated part of the olefin, was obtained in 11% yield ; and by the method (3), diethyl oct-2-enylphosphonate was obtained in 70% yield.
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