[BMIM][PF6]Promotes the Synthesis of Halohydrin Esters from Diols Using Potassium Halides

被引:7
|
作者
Oromi-Farrus, Mireia [1 ]
Eras, Jordi [1 ]
Villorbina, Gemma [1 ]
Torres, Merce [2 ]
Llopis-Mestre, Veronica [3 ]
Welton, Tom [3 ]
Canela, Ramon [1 ]
机构
[1] Univ Lleida, Dept Chem, Lleida 25198, Spain
[2] Univ Lleida, Dept Food Technol, Lleida 25198, Spain
[3] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.2116/analsci.24.1341
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Haloesterification of diverse diols with various carboxylic acids was achieved using potassium halides (KX) as the only halide source in ionic liquids. The best yield was obtained in [BMIM][PF6] when 1,2-octanediol, palmitic acid and KBr were used. This yield was 85% and the regioisomer with the bromine in primary position was present in a 75:25 ratio. The regioisomeric ratio could be improved using either KCl or some phenylcarboxylic acids. [BMIM][PF6] acts as both reaction media and catalyst of the reaction. To the best of our knowledge, this type of combined reaction using an ionic liquid is unprecedented. The other solvents tested did not lead either to the same yield or to the same regioisomeric ratio.
引用
收藏
页码:1341 / 1345
页数:5
相关论文
共 50 条
  • [11] Enzymatic synthesis of phytosterol esters catalyzed by Candida rugosa lipase in water-in-[Bmim]PF6 microemulsion
    Zeng, Chaoxi
    Qi, Suijian
    Li, Zhigang
    Luo, Riming
    Yang, Bo
    Wang, Yonghua
    BIOPROCESS AND BIOSYSTEMS ENGINEERING, 2015, 38 (05) : 939 - 946
  • [12] Esterification reactions in ionic liquids.: The efficient synthesis of ferrocenyl esters in the ionic liquids [bmim][BF4] and [bmim][PF6]
    Imrie, C
    Elago, ERT
    McCleland, CW
    Williams, N
    GREEN CHEMISTRY, 2002, 4 (02) : 159 - 160
  • [13] Chemoenzymatic synthesis of enantiomerically pure 1,2-diols employing immobilized lipase in the ionic liquid [bmim]PF6
    Kamal, A
    Chouhan, G
    TETRAHEDRON LETTERS, 2004, 45 (48) : 8801 - 8805
  • [14] Synthesis and Polymerization Kinetics of PMMA in [BMIM]PF6 Imidazolium Ionic Liquids
    Wang, Pei
    Liu, Yuan
    Su, Wen
    Liu, Lian
    ADVANCED MATERIALS AND PROCESSES III, PTS 1 AND 2, 2013, 395-396 : 411 - 414
  • [15] Green protocol for the synthesis of vicinal-halohydrins from oxiranes using the [Bmim]PF6/LiX reagent system
    Yadav, JS
    Reddy, BVS
    Reddy, CS
    Rajasekhar, K
    CHEMISTRY LETTERS, 2004, 33 (04) : 476 - 477
  • [16] Kinetics of enzymatic synthesis of monoferuloyl glycerol and diferuloyl glycerol by transesterification in [BMIM]PF6
    Sun, Shangde
    Chen, Xiaowei
    BIOCHEMICAL ENGINEERING JOURNAL, 2015, 97 : 25 - 31
  • [17] [bmim]PF6/CuBr:: a novel and recyclable catalytic system for the synthesis of propargyl amines
    Yadav, JS
    Reddy, BVS
    Naveenkumar, V
    Rao, RS
    Nagaiah, K
    NEW JOURNAL OF CHEMISTRY, 2004, 28 (03) : 335 - 337
  • [18] Synthesis and optimization of polyurethane microcapsules containing [BMIm]PF6 ionic liquid lubricant
    Ma, Yingjie
    Li, Zhike
    Wang, Huaiyuan
    Li, Haiyan
    JOURNAL OF COLLOID AND INTERFACE SCIENCE, 2019, 534 : 469 - 479
  • [19] Candida antarctica lipase B-catalyzed synthesis of acetamides using [BMIm(PF6)] as a reaction medium
    Dhake, Kishor P.
    Qureshi, Ziyauddin S.
    Singhal, Rekha S.
    Bhanage, Bhalchandra M.
    TETRAHEDRON LETTERS, 2009, 50 (23) : 2811 - 2814
  • [20] Synthesis of propargylic alcohols by base promoted alkynylation of ketones with ethynylbenzene using ionic liquid [(bmim) PF6]
    Jagtap, Sachin R.
    Bhanage, Bhalchandra M.
    JOURNAL OF CHEMICAL RESEARCH-S, 2007, (06): : 370 - 372