Abstract
The conditions for the acylation of (−)-menthol with monochloroacetyl chloride have been studied. Amino esters of (−)-menthol have been obtained by the nucleophilic replacement of the chlorine in (−)-menthol monochloroacetate by residues of secondary amines. Their properties and their mass, IR, and13C NMR spectra are described.
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Literature cited
A. I. Lopushanskii, Izv. Akad. Nauk SSSR, Ser. Khim., 1140 (1963).
V. V. Udovitskaya and A. I. Lopushanskii, Khim. Farm. Zh., 17 (1970).
G. Minardi and P. Shenone, Farmaco, Ed. Sci.,23, 1181 (1968).
E. Lippman, T. Pekk, J. Paasivirta, N. Belikowa, and A. Plate, Org. Magn. Reson.,2, 581 (1970).
T. S. Raikova, N. G. Kozlov, I. I. Bardyshev, T. K. Vyalimyaé, and S. A. Makhach, Dokl. Akad. Nauk BSSR,24, 530 (1980).
T. S. Raikova, N. G. Kozlov, I. I. Bardyshev, T. K. Vyalimyaé, and S. A. Makhach, Izv. Akad. Nauk, BSSR, Ser. Khim.,86 (1980).
L. Bellamy, Infrared Spectra of Complex Molecules, 2nd edn., Methuen, London/Wiley, New York (1958).
N. S. Kozlov and T. S. Raikova, Izv. Akad. Nauk BSSR, Ser. Khim., 110 (1975).
Additional information
Institute of Physical Organic Chemistry, Academy of Sciences of the Belorussian SSR, Minsk. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 728–733, November–December, 1981.
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Raikova, T.S., Kalechits, G.V., Manukov, E.N. et al. Synthesis and structure of amino esters of menthol. Chem Nat Compd 17, 526–530 (1981). https://doi.org/10.1007/BF00574370
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DOI: https://doi.org/10.1007/BF00574370