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The reaction of methyldichlorophosphine with crotonic acid

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    Methyldichlorophosphine reacts withα-crotonic acid and gives methyl-(β-chIoroformylisopropyl) phosphinic acid chloride.

  2. 2.

    The hydrolysis of methyl-(β-chloroformylisopropyl)phosphinic acid chloride gives methyl-(β-carboxyisopropyl)phosphinic acid, the alcoholysis gives the complete ester of this acid; its reaction with acetic anhydride leads to the formation of 2,3-dimethyl-2, 5-dioxo-1, 2-oxaphospholane.

  3. 3.

    The reaction of 2, 3-dimethyl-2, 5-dioxo-1, 2-oxaphospholane with ethanol gives the ethyl ester of methyl-(β-carboxyisopropyl)phosphinic acid, the reaction with aniline gives methyl-(β-phenyl-carbamoyl-isopropyl)phosphinic acid.

  4. 4.

    The ethyl ester of methyl-(β-carbethoxyisopropyl)phosphinic acid with PCl5 gives methyl-(β-carbethoxyisopropyl)phosphinic acid chloride.

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Literature cited

  1. V. K. Khairullin, T. I. Sobchuk, and A. N. Pudovik, Zh. Obshch. Khim.,37, 709 (1967).

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  2. V. K. Khairullin, R. M. Kondrat'eva, and A. N. Pudovik, Zh. Obshch. Khim.,38, 288 (1968).

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  3. Beilstein, Berlin,2, 411 (1933).

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1166–1168, May, 1969.

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Khairullin, V.K., Dmitrieva, G.V. & Pudovik, A.N. The reaction of methyldichlorophosphine with crotonic acid. Russ Chem Bull 18, 1067–1069 (1969). https://doi.org/10.1007/BF00922875

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  • DOI: https://doi.org/10.1007/BF00922875

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