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Synthesis of 1-(4-butoxyphenyl)-1-cyclohexyl-3-(4-arylpiperazin-1-yl)-2-phenylpropan-1-ols and their dihydrochlorides

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Abstract

Aminomethylation of 1-(4-butoxyphenyl)-2-phenylethanone with paraformaldehyde and substituted piperazines in ethanol medium results in 1-(4-butoxyphenyl)-3-(4-R-piperazin-1-yl)-2-phenylpropan-1-ones. The latter react with cyclohexylmagnesium halide to give 1-(4-butoxyphenyl)-1-cyclohexyl-3-(4-arylpiperazin-1-yl)-2-phenylpropan-1-ols. Reduction of the prepared β-aminoketones with lithium aluminum hydride in absolute diethyl ether leads to the secondary aminopropanols. The prepared compounds could be converted into the corresponding dihydrochlorides.

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References

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Authors and Affiliations

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

    N. Z. Akopyan, O. A. Papoyan & G. A. Gevorgyan

  2. Molecular Structure Research Center, National Academy of Sciences of Armenia, Yerevan, Armenia

    G. A. Panosyan

Authors
  1. N. Z. Akopyan
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  2. O. A. Papoyan
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  3. G. A. Gevorgyan
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  4. G. A. Panosyan
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Correspondence to N. Z. Akopyan.

Additional information

Original Russian Text © N.Z. Akopyan, O.A. Papoyan, G.A. Gevorgyan, G.A. Panosyan, 2013, published in Zhurnal Obshchei Khimii, 2013, Vol. 83, No. 11, pp. 1873–1877.

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Akopyan, N.Z., Papoyan, O.A., Gevorgyan, G.A. et al. Synthesis of 1-(4-butoxyphenyl)-1-cyclohexyl-3-(4-arylpiperazin-1-yl)-2-phenylpropan-1-ols and their dihydrochlorides. Russ J Gen Chem 83, 2066–2070 (2013). https://doi.org/10.1134/S1070363213110182

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  • DOI: https://doi.org/10.1134/S1070363213110182

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