Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (07): 1540-1544.DOI: 10.6023/cjoc201212039 Previous Articles     Next Articles



许招会, 林春花   

  1. 江西师范大学化学化工学院 南昌 330027
  • 收稿日期:2012-12-23 修回日期:2013-03-06 发布日期:2013-03-14
  • 通讯作者: 许招会
  • 基金资助:

    国家科技攻关计划(No. 2001BA323C)和江西省研究生创新基金(No. YC10A051)资助项目.

Solvent-Free Synthesis of 5-Alkenyl-2,2-pentamethylene-1,3-dioxane-4,6-diones under Ultrasonic Irradiation with CePW12O40 as Catalyst

Xu Zhaohui, Lin Chunhua   

  1. Department of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330027
  • Received:2012-12-23 Revised:2013-03-06 Published:2013-03-14
  • Supported by:

    Project supported by the National Science and Technology Project (No. 2001BA323C) and the Graduate Innovation Fundation of Jiangxi Province (No. YC10A051).

Eight kinds of 5-alkenyl-2,2-pentamethylene-1,3-dioxane-4,6-diones were synthesized by the Knoevenagel condensation reaction of aromatic aldehydes with 2,2-pentamethylene-1,3-dioxane-4,6-dione using CePW12O40 as catalyst, without solvent under ultrasonic irradiation. The results indicate that the yields ranged from 87.6% to 94.1% when using 5% (molar fraction) CePW12O40 and reacting at room temperature for 20~35 min. Furthermore, a proposed reaction mechanism for the reaction catalyzed by CePW12O40 was speculated. Compared to the classical Knoevenagel condensation reaction, the main advantages of the present procedure were milder conditions, shorter reaction time and higher yields, which afforded an effective method to synthesize 5-alkenyl-isopropylidene malonate derivatines. Further study showed that CePW12O40 was environmentally friendly and reused for four times without any noticeable decrease in the catalytic activity.

Key words: 2,2-pentamethylene-1,3-dioxane-4,6-dione, CePW12O40, aromatic aldehydes, condensation reaction