Improved synthesis of 2,2′-arylmethylene bis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) derivatives catalyzed by urea under ultrasound

被引:106
|
作者
Li, Ji-Tai [1 ]
Li, Yan-Wei [1 ]
Song, Ya-Li [2 ]
Chen, Guo-Feng [1 ]
机构
[1] Hebei Univ, Coll Chem & Environm Sci, Baoding 071002, Peoples R China
[2] Hebei Univ, Coll Pharmaceut, Baoding 071002, Peoples R China
关键词
2,2'-Arylmethylene bis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one); Synthesis; Condensation; Ultrasound; Catalysis; KNOEVENAGEL CONDENSATION; AROMATIC-ALDEHYDES; EFFICIENT SYNTHESIS; 5,5-DIMETHYL-1,3-CYCLOHEXANEDIONE; TETRAKETONES;
D O I
10.1016/j.ultsonch.2011.05.001
中图分类号
O42 [声学];
学科分类号
070206 ; 082403 ;
摘要
Synthesis of 2,2'-arylmethylene bis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) derivatives catalyzed by urea via the condensation of aromatic aldehydes and 5,5-dimethyl-1,3-cyclohexanedione was carried out in 80-98% yields at 50 degrees C in aqueous media under ultrasound. This method provides several advantages such as environment friendliness, high yields and simple work-up procedure. (C) 2011 Elsevier B.V. All rights reserved.
引用
收藏
页码:1 / 4
页数:4
相关论文
共 50 条
  • [21] Montmorillonite KSF-Catalyzed Synthesis of 2,2′-(Arylmethylene)bis(3-hydroxy-5,5-dimethylcyclohex-2-en-1-ones) for the Functionalization of MCM-41 Silica Nanoparticles
    Ben Mosbah, M.
    Mechi, L.
    Moussaoui, Y.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 57 (09) : 1533 - 1539
  • [22] 2,2′-methylenebis(3-hydroxy-5,5-dimethylcyclohex-2-en-1-one)
    Low, JN
    Cobo, J
    Cruz, S
    Quiroga, J
    Glidewell, C
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 2003, 59 : O666 - O668
  • [23] Montmorillonite KSF-Catalyzed Synthesis of 2,2′-(Arylmethylene)bis(3-hydroxy-5,5-dimethylcyclohex-2-en-1-ones) for the Functionalization of MCM-41 Silica Nanoparticles
    M. Ben Mosbah
    L. Mechi
    Y. Moussaoui
    Russian Journal of Organic Chemistry, 2021, 57 : 1533 - 1539
  • [24] 2,2'-[(4-Ethoxyphenyl) methylene]bis(3-hydroxy-5,5-dimethylcyclohex-2-en-1-one)
    Sureshbabu, N.
    Sughanya, V.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O2638 - +
  • [25] A Green and Novel Method of Synthesizing 2,2′-Arylmethylene Bis(3-hydroxy-5,5-dimethylcyclohex-2-enone) Catalyzed by L-Histidine in Ionic Liquid
    Zhang Yan
    Shang Zhicai
    CHINESE JOURNAL OF CHEMISTRY, 2010, 28 (07) : 1184 - 1188
  • [26] An eco-friendly approach to synthesize arylmethylene bis(3-hydroxy-5,5'-dimethyl-2-cyclohexene-1-ones) and 1,8-dioxo-octahydroxanthenes
    Jadhav, Swati D.
    Patil, Bhagyashree M.
    Patil, Suresh S.
    RESEARCH ON CHEMICAL INTERMEDIATES, 2024, 50 (06) : 2519 - 2531
  • [27] 2,2′-(Arylmethylene)bis(3-hydroxy-5,5-dimethylcyclohex-2-enone) crystals formation via atom economy reaction and their antioxidant activity
    Thakur, Deepa
    Kaur, Manvinder
    Malhi, Dharambeer Singh
    Garg, Sonali
    Sharma, Ajay
    Sohal, Harvinder Singh
    MONATSHEFTE FUR CHEMIE, 2021, 152 (05): : 537 - 543
  • [28] Synthesis and Crystal Structure of 5,5-Dimethyl-2-(4-chlorophenyl)(3-hydroxy-5,5-dimethyl-2-cyclohexen-1-one-2-yl)methyl-3-(4-methoxyphenylamino)-2-cyclohexene-1-one
    史达清
    拾景文
    姚浩
    李小跃
    王香善
    Chinese Journal of Structural Chemistry, 2007, (11) : 1271 - 1276
  • [29] Synthesis and Crystal Structure of 5,5-Dimethyl-2-(4-chlorophenyl)(3-hydroxy-5,5-dimethyl-2-cyclohexen-1-one-2-yl)methyl-3-(4-methoxyphenylamino)-2-cyclohexene-1-one
    史达清
    拾景文
    姚浩
    李小跃
    王香善
    结构化学, 2007, (11) : 1271 - 1276
  • [30] Metal-free Homocoupling of 2,2′-(Arylmethylene)-bis(3-hydroxy-5,5-dimethylcyclohex-2-enone) Mediated by N-methylhydroxylamine
    Lasri, Jamal
    LETTERS IN ORGANIC CHEMISTRY, 2013, 10 (07) : 482 - 489