Friedel-Crafts acylation of anisole with hexanoic acid catalyzed by Hβ zeolite-supported tungstophosphoric acid

被引:7
|
作者
Bai, Guoyi [1 ]
Zhang, Huanhuan [1 ]
Li, Tianyu [1 ]
Dong, Huixian [1 ]
Han, Jie [1 ]
机构
[1] Hebei Univ, Coll Chem & Environm Sci, Key Lab Chem Biol Hebei Prov, Baoding City 071002, Hebei, Peoples R China
基金
中国国家自然科学基金;
关键词
Friedel-Crafts acylation; Green synthesis; Carboxylic acid; Tungstophosphoric acid; H beta zeolite; CARBOXYLIC-ACIDS; ACETIC-ANHYDRIDE; TOLUENE; INDOLE;
D O I
10.1007/s11164-014-1586-9
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Friedel-Crafts acylation of anisole with hexanoic acid was studied and an efficient method was established for the green synthesis of 4-methoxy phenyl hexyl ketone over an H beta zeolite-supported tungstophosphoric acid catalyst (HPW/H beta). The conversion of hexanoic acid was 100 % and the yield of 4-methoxy phenyl hexyl ketone reached 89.2 % under the optimized reaction conditions over HPW/H beta, due to the synergistic effect between HPW and H beta zeolite. Inductively coupled plasma results indicated the dealumination of the H beta zeolite due to the treatment of tungstophosphoric acid (HPW), offering more active centers in HPW/H beta. X-ray diffraction and Brunauer-Emmett-Teller results demonstrated that HPW was highly dispersed on the surface and in the larger pores of the H beta zeolite. NH3 temperature-programmed desorption results showed HPW/H beta has larger amounts of strongly acidic sites than the H beta zeolite, accounting for its good catalytic performance. Furthermore, this catalyst can be recycled for four times with the yield of 4-methoxy phenyl hexyl ketone maintained at roughly 70 %, demonstrating its relatively good stability.
引用
收藏
页码:5041 / 5048
页数:8
相关论文
共 50 条
  • [1] Friedel–Crafts acylation of anisole with hexanoic acid catalyzed by Hβ zeolite-supported tungstophosphoric acid
    Guoyi Bai
    Huanhuan Zhang
    Tianyu Li
    Huixian Dong
    Jie Han
    [J]. Research on Chemical Intermediates, 2015, 41 : 5041 - 5048
  • [2] PHOSPHOTUNGSTIC ACID SUPPORTED ON ACID-LEACHED POROUS KAOLIN FOR FRIEDEL-CRAFTS ACYLATION OF ANISOLE
    Basir, Norsahika Mohd
    Lintang, Hendrik Oktendy
    Endud, Salasiah
    [J]. JURNAL TEKNOLOGI, 2015, 76 (13): : 27 - 34
  • [3] Friedel-Crafts acylation of anisole with octanoic acid over acid modified zeolites
    Bai, Guoyi
    Han, Jie
    Zhang, Huanhuan
    Liu, Chen
    Lan, Xingwang
    Tian, Fei
    Zhao, Zhen
    Jin, Hui
    [J]. RSC ADVANCES, 2014, 4 (52): : 27116 - 27121
  • [4] Friedel-Crafts Hydroxyalkylation of Anisole Over Oxalic Acid Modified Hβ Zeolite
    Bai, Guoyi
    Dou, Haiyang
    Qiu, Mande
    Fan, Xinxin
    He, Fei
    Niu, Libo
    Ma, Zheng
    [J]. CATALYSIS LETTERS, 2010, 138 (3-4) : 187 - 192
  • [5] Friedel-Crafts acylation of anisole over Cr-doped Hβ zeolite
    Bai, Guo Yi
    Dou, Hai Yang
    De Qiu, Man
    He, Fei
    Fan, Xin Xin
    Ma, Zheng
    [J]. RESEARCH ON CHEMICAL INTERMEDIATES, 2010, 36 (05) : 483 - 490
  • [6] A comparative study on iron modified or unmodified tungstophosphoric acid supported on titania for Friedel-Crafts acylation
    Mu, Manman
    Chen, Ligong
    Wang, Shutao
    [J]. JOURNAL OF POROUS MATERIALS, 2015, 22 (05) : 1137 - 1143
  • [7] Supported heteropoly acid catalysts for Friedel-Crafts acylation
    Griffin, Kenneth G.
    Johnston, Peter
    Pretot, Roger
    van der Schaaf, Paul A.
    [J]. Catalysis of Organic Reactions, 2007, 115 : 347 - 353
  • [8] Microwave-assisted Friedel-Crafts acylation of indole with acetic anhydride over tungstophosphoric acid modified Hβ zeolite
    Bai, Guoyi
    Li, Tianyu
    Yang, Yonghui
    Zhang, Huanhuan
    Lan, Xingwang
    Li, Fei
    Han, Jie
    Ma, Zheng
    Chen, Qingzhi
    Chen, Guofeng
    [J]. CATALYSIS COMMUNICATIONS, 2012, 29 : 114 - 117
  • [9] Reaction Profiles of High Silica MOR Zeolite Catalyzed Friedel-Crafts Acylation of Anisole Using Acetic Anhydride in Acetic Acid
    Makihara, Makoto
    Aoki, Hisakazu
    Komura, Kenichi
    [J]. CATALYSIS LETTERS, 2018, 148 (10) : 2974 - 2979
  • [10] Trifluoromethanesulfonic acid catalyzed Friedel-Crafts acylation of aromatics with β-lactams
    Anderson, KW
    Tepe, JJ
    [J]. TETRAHEDRON, 2002, 58 (42) : 8475 - 8481