Synthesis and Crystal Structure of 2-Methoxy-benzoic Acid 2-Oxo-3-(2,4,6-trimethyl-phenyl)-1-oxa-spiro[4.4]non-3-en-4-yl Ester  

作　　者：赵金浩 季明华 孙雅泉 程敬丽 朱国念 

机构地区：[1]Institute of Pesticide and Environmental Toxicology,Zhejiang University [2]Institute of Science,Zhejiang Sci-tec University [3]College of Chemical Engineering and Materials Science,Zhejiang University of Technology

出　　处：《Chinese Journal of Structural Chemistry》2010年第9期1297-1300,共4页结构化学（英文）

基　　金：Supported by the National Natural Science Foundation of China (No.30700532);the Science and Technology Project of Zhejiang Province (No.2008C02007-3,2008C21029)

摘　　要：The new title compound 2-methoxy-benzoic acid 2-oxo-3-（2,4,6-trimethyl-phenyl）-1-oxa-spiro[4.4]non-3-en-4-yl ester（3,C25H26O5） has been synthesized by the condensation reaction of 4-hydroxy-3-（2,4,6-trimethyl-phenyl）-1-oxa-spiro[4.4]non-3-en-2-one（2） with 2-methoxylben-zoyl chloride,and characterized by 1H NMR and MS spectra.Its crystal structure was determined by single-crystal X-ray diffraction.The crystal is of monoclinic,space group P21/c with a = 10.6945（7）,b = 12.8176（7）,c = 16.4223（10） ,β = 103.5665（17）o,V = 2188.3（2） 3,Z = 4,Dc = 1.234 g/cm3,F（000） = 864.000,μ = 0.085 mm-1,the final R = 0.0520 and wR = 0.1132 for 2732 observed reflections with I 2σ（I）.In the crystal structure,the C（1）-C（2）（1.478 ） bond is significantly shorter than the normal single C-C bond（1.53 ）,suggesting that the carbonyl group on C（1） has formed a conjugated system with a double bond on C（2） and C（12）.The new title compound 2-methoxy-benzoic acid 2-oxo-3-（2,4,6-trimethyl-phenyl）-1-oxa-spiro[4.4]non-3-en-4-yl ester（3,C25H26O5） has been synthesized by the condensation reaction of 4-hydroxy-3-（2,4,6-trimethyl-phenyl）-1-oxa-spiro[4.4]non-3-en-2-one（2） with 2-methoxylben-zoyl chloride,and characterized by 1H NMR and MS spectra.Its crystal structure was determined by single-crystal X-ray diffraction.The crystal is of monoclinic,space group P21/c with a = 10.6945（7）,b = 12.8176（7）,c = 16.4223（10） ,β = 103.5665（17）o,V = 2188.3（2） 3,Z = 4,Dc = 1.234 g/cm3,F（000） = 864.000,μ = 0.085 mm-1,the final R = 0.0520 and wR = 0.1132 for 2732 observed reflections with I 2σ（I）.In the crystal structure,the C（1）-C（2）（1.478 ） bond is significantly shorter than the normal single C-C bond（1.53 ）,suggesting that the carbonyl group on C（1） has formed a conjugated system with a double bond on C（2） and C（12）.

关 键 词：Δ3-dihydrofuran-2-one spiromesifen synthesis crystal structure biological activities 

分 类 号：O621.25[理学—有机化学]