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Acylation of 1-(β-hydroxyethyl)-3,3-dimethyl-6′-nitrospiro(indoline-2,2′[2H-1]benzopyran)

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

Conclusions

  1. 1.

    1-(β-Hydroxyethyl)-3,3-dimethyl-6′-nitrospiro(indoline-2,2′[2H-1]benzopyran) (I) exists in solution as two isomeric forms. The value of the equilibrium constant varies as a function of the solvent polarity and is (513 ± 154) · 10−4 for the ethanol solution.

  2. 2.

    The mechanism proposed for the acylation of compound (I) includes the reaction of the acid chloride with both isomeric forms.

  3. 3.

    Based on the obtained data, the method for the synthesis of 1-(β-methacryloyloxyethyl)-3,3-dimethyl-6′-nitrospiro(indoline-2,2′[2H-1]benzopyran) was improved, which made it possible to increase the yield of the product up to 60%.

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Authors and Affiliations

  1. Institute of Chemical physics, Academy of Sciences of the USSR, Moscow

    V. D. Arsenov, V. D. Ermakova, M. I. Cherkashin & P. P. Kisilitsa

Authors
  1. V. D. Arsenov
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  2. V. D. Ermakova
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  3. M. I. Cherkashin
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  4. P. P. Kisilitsa
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 452–454, February, 1975.

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Arsenov, V.D., Ermakova, V.D., Cherkashin, M.I. et al. Acylation of 1-(β-hydroxyethyl)-3,3-dimethyl-6′-nitrospiro(indoline-2,2′[2H-1]benzopyran). Russ Chem Bull 24, 382–384 (1975). https://doi.org/10.1007/BF00925795

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  • DOI: https://doi.org/10.1007/BF00925795

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