p-Toluene sulfonic acid (PTSA)-MCM-41 as a green, efficient and reusable heterogeneous catalyst for the synthesis of jasminaldehyde under solvent-free condition

被引:18
作者
Ganga, Venkata Subba Rao [1 ,2 ]
Abdi, Sayed H. R. [1 ,2 ]
Kureshy, Rukhsana I. [1 ,2 ]
Khan, Noor-ul H. [1 ,2 ]
Bajaj, Hari C. [1 ,2 ]
机构
[1] Cent Salt & Marine Chem Res Inst, Inorgan Mat & Catalysis Div, CSIR, Bhavnagar 364002, Gujarat, India
[2] Cent Salt & Marine Chem Res Inst, CSIR, Acad Sci & Innovat Res, GB Marg, Bhavnagar 364002, Gujarat, India
关键词
Jasminaldehyde; Heterogeneous catalysis; Cross-aldol condensation; Solvent free; 1-Heptanal; SOLID BASE CATALYST; ONE-POT SYNTHESIS; ALDOL CONDENSATION; MESOPOROUS SILICA; FINE CHEMICALS; PTSA; REARRANGEMENT; BENZALDEHYDE; SELECTIVITY; MCM-41;
D O I
10.1016/j.molcata.2016.04.030
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
This paper reports the synthesis of p-Toluene sulfonic acid (PTSA)-MCM-41 by impregnation method and its characterization XRD, FT-IR, TGA, N-2 adsorption-desorption isotherms, SEM, and TEM. The impregnated catalysts were used to catalyse cross-aldol condensation of active methylene bearing aliphatic aldehydes with aromatic aldehydes under solvent and metal-free condition particularly in the synthesis perfumery chemical-jasminaldehyde and related compounds. The as synthesized catalyst PTSA-MCM-41 has displayed high efficiency (selectivity up to 91%) in catalyzing cross-aldol condensation reaction and was reusable (5 cycles) with no apparent loss in activity. The catalytic performance of PTSA-MCM-41 was compared with other catalysts viz., ZnO, proline, proline-LDH, PTSA, PTSA-zirconia and PTSA-zeolite where PTSA-MCM-41 showed better performance particularly in synthesis of jasminaldehyde. (c) 2016 Elsevier B.V. All rights reserved.
引用
收藏
页码:264 / 271
页数:8
相关论文
共 30 条
  • [1] Unusual cope rearrangement of tricyclo[5.2.1.0(2.6)]decadienone 2-carboxylic ester on acetalisation with ethylene glycol, PTSA
    Chavan, SP
    Ethiraj, KS
    Kamat, SK
    [J]. TETRAHEDRON LETTERS, 1996, 37 (43) : 7827 - 7828
  • [2] Use of mesoporous MCM-41 aluminosilicates as catalysts in the preparation of fine chemicals - A new route for the preparation of Jasminaldehyde with high selectivity
    Climent, MJ
    Corma, A
    Guil-Lopez, R
    Iborra, S
    Primo, J
    [J]. JOURNAL OF CATALYSIS, 1998, 175 (01) : 70 - 79
  • [3] Climent MJ, 2002, ADV SYNTH CATAL, V344, P1090, DOI 10.1002/1615-4169(200212)344:10<1090::AID-ADSC1090>3.0.CO
  • [4] 2-X
  • [5] Acid-base bifunctional catalysts for the preparation of fine chemicals:: Synthesis of jasminaldehyde
    Climent, MJ
    Corma, A
    Garcia, H
    Guil-Lopez, R
    Iborra, S
    Fornés, V
    [J]. JOURNAL OF CATALYSIS, 2001, 197 (02) : 385 - 393
  • [6] Novel bronsted acidic ionic liquids and their use as dual solvent-catalysts
    Cole, AC
    Jensen, JL
    Ntai, I
    Tran, KLT
    Weaver, KJ
    Forbes, DC
    Davis, JH
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (21) : 5962 - 5963
  • [7] Eligeti R., 2014, HETEROCYCLIC CHEM, V51, P1814
  • [8] Amorphous metal-aluminophosphate catalysts for aldol condensation of n-heptanal and benzaldehyde to jasminaldehyde
    Hamza, A.
    Nagaraju, N.
    [J]. CHINESE JOURNAL OF CATALYSIS, 2015, 36 (02) : 209 - 215
  • [9] Organic-inorganic hybrid catalysts for acid- and base-catalyzed reactions
    Jaenicke, S
    Chuah, GK
    Lin, XH
    Hu, XC
    [J]. MICROPOROUS AND MESOPOROUS MATERIALS, 2000, 35-6 : 143 - 153
  • [10] One-pot synthesis of magnetically recyclable mesoporous silica supported acid-base catalysts for tandem reactions
    Jun, Samuel Woojoo
    Shokouhimehr, Mohammadreza
    Lee, Dong Jun
    Jang, Youngjin
    Park, Jinkyung
    Hyeon, Taeghwan
    [J]. CHEMICAL COMMUNICATIONS, 2013, 49 (71) : 7821 - 7823