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Synthesis and Crystal Structure of (E)-2-(1-(2-Hydroxy-4-methoxyphenyl)ethylideneamino)-3-(4-hydroxyphenyl)methyl Propionate |
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| Authors: | LI Xu CHEN Xiao-Lan YUAN Jin-Wei ZHU Hai-Sheng QU Ling-Bo |
| Institution: | 1. College of Chemistry and Molecular Engineering,Zhengzhou University, Zhengzhou 450001, China 2. College of Chemistry and Chemical Engineering,Henan University of Technology, Zhengzhou 450001, China 3. College of Chemistry and Molecular Engineering,Zhengzhou University, Zhengzhou 450001, China;College of Chemistry and Chemical Engineering,Henan University of Technology, Zhengzhou 450001, China |
| Abstract: | (E)-2-(1-(2-Hydroxy-4-methoxyphenyl)ethylideneamino)-3-(4-hydroxyphenyl)methyl propionate (C22H27O6N, Mr = 401.45) has been synthesized by a condensation reaction of paeonol with tyrosin methyl ester hydrochloride, and its structure was determined by IR, NMR, HR MS and X-ray single-crystal diffraction. The crystal belongs to the monoclinic system, space group P21/c, with a = 11.91291(15), b = 9.49947(12), c = 19.8727(3) , β = 106.1104(15)°, V = 2160.60(5)3, Z = 4, Dc = 1.234 g/cm3, μ = 0.739 mm-1, F(000) = 856, R = 0.0466 and wR = 0.1461 for 3859 observed reflections with (Ⅰ> 2σ(Ⅰ)). In the crystal structure, the title compound is constructed by a centrosymmetric dimmer unit composed of a pair of π-π stacking enantiomers, and such units are linked by intermolecular O(5)–H(5)…O(1) and intramolecular N(1)–H(1)…O(1) hydrogen bonds. |
| Keywords: | synthesis paeonol crystal structure hydrogen bond |
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