Toward the Efficient Synthesis of Pseudoionone from Citral in a Continuous-Flow Microreactor

被引:31
|
作者
Zhou, Feng [1 ,2 ]
Liu, Hongchen [1 ,2 ]
Wen, Zhenghui [1 ]
Zhang, Boyu [1 ]
Chen, Guangwen [1 ]
机构
[1] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian Natl Lab Clean Energy, Dalian 116023, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
基金
中国国家自然科学基金;
关键词
ALDOL-CONDENSATION; MICROCHANNEL REACTOR; PARTIAL OXIDATION; SCALE-UP; ACETONE; ACID; CATALYSTS; KINETICS; LIQUID; NITRATION;
D O I
10.1021/acs.iecr.8b02367
中图分类号
TQ [化学工业];
学科分类号
0817 ;
摘要
Pseudoionone (PI) is a well-known and widely used precursor for ionones, which have been substantially applied in flavor, fragrance and pharmaceutical industry. The phase behavior in respect to the synthesis of PI was investigated through the combination of simulation and experiment to better understand the reaction process. A continuous-flow microreactor for efficient synthesis of PI was introduced. Various conditions (temperature, molar ratio of acetone to citral, citral concentration, NaOH concentration, residence time, and volume ratio of ethanol to water) were investigated to improve the synthesis process of PI. The condensation reaction preformed in the tubular and packed-bed microreactor under continuous-flow conditions was compared. Using a continuous-flow microreactor, PI could be efficiently synthesized from citral and a high PI yield of 93.8% could be achieved under the optimized conditions. Furthermore, a simplified kinetic model was developed to provide guidance for the synthesis of PI.
引用
收藏
页码:11288 / 11298
页数:11
相关论文
共 50 条
  • [31] Synthesis of Defined Poly(silsesquioxane)s: Fast Polycondensation of Trialkoxysilanes in a Continuous-Flow Microreactor
    Kessler, Daniel
    Loewe, Holger
    Theato, Patrick
    MACROMOLECULAR CHEMISTRY AND PHYSICS, 2009, 210 (10) : 807 - 813
  • [32] Biocatalytic synthesis of the Green Note trans-2-hexenal in a continuous-flow microreactor
    van Schie, Morten M. C. H.
    Pedroso de Almeida, Tiago
    Laudadio, Gabriele
    Tieves, Florian
    Fernandez-Fueyo, Elena
    Noel, Timothy
    Arends, Isabel W. C. E.
    Hollmann, Frank
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2018, 14 : 697 - 703
  • [33] Efficient Continuous-Flow Bromination of Methylsulfones and Methanesulfonates and Continuous Synthesis of Hypobromite
    Frederik E. A. Van Waes
    Sofie Seghers
    Wim Dermaut
    Bart Cappuyns
    Christian V. Stevens
    Journal of Flow Chemistry, 2014, 4 : 118 - 124
  • [34] Efficient Continuous-Flow Bromination of Methylsulfones and Methanesulfonates and Continuous Synthesis of Hypobromite
    Van Waes, Frederik E. A.
    Seghers, Sofie
    Dermaut, Wim
    Cappuyns, Bart
    Stevens, Christian V.
    JOURNAL OF FLOW CHEMISTRY, 2014, 4 (03) : 118 - 124
  • [35] Toward Continuous-Flow Synthesis of Biologically Interesting Pyrazole Derivatives
    Das, Amrita
    Ishitani, Haruro
    Kobayashi, Shu
    ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (22) : 5127 - 5132
  • [36] Schmidt Reaction of Ketones in DME Solution in a Continuous-Flow Microreactor
    Chen, Yuesu
    Liu, Binjie
    Liu, Xiaofeng
    Yang, Yongtai
    Ling, Yun
    Jia, Yu
    ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2014, 18 (11) : 1589 - 1592
  • [37] Continuous-flow biosynthesis of Au–Ag bimetallic nanoparticles in a microreactor
    Hongyu Liu
    Jiale Huang
    Daohua Sun
    Tareque Odoom-Wubah
    Jun Li
    Qingbiao Li
    Journal of Nanoparticle Research, 2014, 16
  • [38] Modeling of cyclohexene hydrogenation and dehydrogenation reactions in a continuous-flow microreactor
    Nassar, Raja
    Hu, Jing
    Palmer, James
    Dai, Weizhong
    CATALYSIS TODAY, 2007, 120 (01) : 121 - 124
  • [39] Continuous-Flow Synthesis of Tramadol from Cyclohexanone
    Monos, Timothy M.
    Jaworski, Jonathan N.
    Stephens, John C.
    Jamison, Timothy F.
    SYNLETT, 2020, 31 (19) : 1888 - 1893
  • [40] Synthesis of BuNENA in a continuous flow microreactor
    Zhi-Yuan Jiang
    Jing Hou
    Le-Wu Zhan
    Bin-Dong Li
    Journal of Flow Chemistry, 2023, 13 : 449 - 456