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Synthesis and Some Transformations of (2,2-Dimethyl-4-propyltetrahydro-2H-pyran-4-yl)acetonitrile

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Abstract

Removal of the ethoxycarbonyl group in ethyl cyano-(2,2-dimethyl-4-propyltetrahydro-2H-pyran-4 -yl)acetate afforded the corresponding (2,2-dimethyl-4-propyltetrahydro-2H-pyran-4-yl)acetonitrile. The reduction of the latter with lithium aluminum hydride furnished 2-(2,2-dimethyl-4-propyltetrahydro-2H-pyran- 4-yl)ethanamine, which reacted with furfural and a heterocyclic ketone followed by reduction to form the secondary amines and some amides. Hydrolysis of the above nitrile resulted in the corresponding acid, which was converted in a series of amides.

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References

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Authors and Affiliations

  1. Mnjoyan Institute of Fine Organic Chemistry, Scientific and Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of the Republic of Armenia, pr. Azatutyan 26, Yerevan, 0014, Armenia

    N. S. Arutyunyan, L. A. Akopyan, N. Z. Akopyan & G. A. Gevorgyan

  2. Molecular Structure Research Center, Scientific and Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of the Republic of Armenia, Yerevan, Armenia

    G. A. Panosyan

Authors
  1. N. S. Arutyunyan
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  2. L. A. Akopyan
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  3. N. Z. Akopyan
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  4. G. A. Panosyan
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  5. G. A. Gevorgyan
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Corresponding author

Correspondence to G. A. Gevorgyan.

Additional information

Original Russian Text © N.S. Arutyunyan, L.A. Akopyan, N.Z. Akopyan, G.A. Panosyan, G.A. Gevorgyan, 2018, published in Zhurnal Obshchei Khimii, 2018, Vol. 88, No. 7, pp. 1202–1206.

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Arutyunyan, N.S., Akopyan, L.A., Akopyan, N.Z. et al. Synthesis and Some Transformations of (2,2-Dimethyl-4-propyltetrahydro-2H-pyran-4-yl)acetonitrile. Russ J Gen Chem 88, 1537–1541 (2018). https://doi.org/10.1134/S1070363218070290

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  • DOI: https://doi.org/10.1134/S1070363218070290

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