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有机化学
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有机化学 ›› 2005, Vol. 25 ›› Issue (07): 854-858. 上一篇    下一篇

研究简报

超声辐射下O,O'-二正丁基-α-(4-三氟甲基苯胺基)-2-氟苯基膦酸酯的合成与晶体结构

胡德禹 宋宝安* 张国平，杨松 何伟 吴扬兰
洪艳平，金林红 刘刚   

  1. (贵州大学精细化工研究开发中心 教育部绿色农药与农业生物工程重点实验室 贵阳 550025)
  • 收稿日期:2004-11-04 修回日期:2005-01-14 发布日期:2005-06-30
  • 通讯作者: 宋宝安

Synthesis and Crystal Structure of O,O'-Di-n-butyl-α-(4-trifluoro- methyl-phenylamino)-2-fluorophenyl phosphanate underUltrasonic Irra-diation

HU De-Yu,SONG Bao-An*,ZHANG Guo-Ping,YANG Song,HE Wei
WU, Yang-Lan HONG, Yan-Ping JIN, Lin-Hong LIU, Gang   

  1. (Center for Research and Development of Fine Chemicals, Key Laboratory of Green Pesticide and Agricul-tural
    Bioengineering, Ministry of Education, Guizhou University, Guiyang 550025)
  • Received:2004-11-04 Revised:2005-01-14 Published:2005-06-30
  • Contact: SONG Bao-An

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采用BF3•Et2O催化和45 kHz超声辐射下亚磷酸丁酯与邻氟苯甲醛、对三氟甲基苯胺在78～80 ℃, 无溶剂条件下进行类 Mannich 反应, 0.5 h即可以较高收率获得目标化合物α-氨基膦酸酯(4), 其结构经元素分析, 1H NMR, IR及MS确认. 对化合物晶体结构进行X衍射分析, 结果表明化合物属单斜晶系, 空间群P2(1)/c, 晶胞参数a＝1.348(4) nm, b＝1.734(4) nm, c＝1.099(3) nm, α＝90°, β＝109.71(4)°, γ＝90°, V＝2.417(11) nm3, Z＝4, Dc＝1.268 g/m3, μ＝0.166 mm－1, F(000)＝968.

关键词: , 晶体结构, -氨基膦酸酯, 合成, 超声

The Mannich-type addition of O,O-di-n-butyl phosphite to 2-fluorobenzaldehyde and p-trifluoromethylaniline was carried out without solvent in the presence of BF3•Et2O under ultrasonic irradiation at 78～80 ℃ for 0.5 h to afford the title compound -aminophosphonate 4 in good yield. The structure was verified by ele-mental analysis, 1H NMR, IR and MS spectra. The X-ray diffraction analysis indicated that the crystal of compound 4 belongs to monoclinic system with space group P2(1)/c, a＝1.348(4) nm, b＝1.734(4) nm, c＝1.099(3) nm, α＝90°, β＝109.71(4)°, γ＝90°, V＝2.417(11) nm3, Z＝4, Dc＝1.268 g/m3, ＝0.166 mm－1, F(000)＝968. The final R＝0.0727, wR2＝0.1751 for 7780 unique reflections.

Key words: ultrasonic, synthesis, crystal structure, α-aminophosphonate