Synthesis and characterization of 6-(hydroxymethyl)-14, 16-dimethyl-13, 14, 16, 17-tetrahydro-6H-13, 17-epiminodibenzo [e, l] [1, 4] dioxacyclotridecin-15 (7H)-one
Journal: Iranian Chemical Communication (Vol.4, No. 4)Publication Date: 2016-10-01
Authors : Alireza Banaei; Soheyla Karimi; Negar Nurbageri;
Page : 359-363
Keywords : Petrenko-Kritchenko condensation; macrocyclic compound; bisaldehyde;
Abstract
New 6-(hydroxymethyl)-14, 16-dimethyl-13, 14, 16, 17-tetrahydro-6H-13, 17-epiminodibenzo [e, l] [1, 4] dioxacyclotridecin-15 (7H)-one (2a) was synthesized in good yield by the Petrenko–Kritchenko reaction of 2, 2'-((3-hydroxypropane-1, 2-diyl) bis (oxy)) bisbenzaldehyde (1a) with diethyl ketone in the mixture of ethanol and acetic acid as solvent in the presence of ammonium acetate. The compounds were characterized by elemental analyses, IR, 1H-NMR, 13C-NMR and mass spectrometry.Keywords: Petrenko–Kritchenko condensation, Macrocyclic compound, Bisaldehyde, 6-(hydroxymethyl)-14, 16-dimethyl-13, 14, 16, 17-tetrahydro-6H-13, 17-epiminodibenzo [e, l] [1, 4] dioxacyclotridecin-15 (7H)-one, 2, 2'-((3 hydroxypropane-1, 2-diyl) bis (oxy)) bisbenzaldehyde
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