Scalable, sustainable and catalyst-free continuous flow ozonolysis of fatty acids

被引:0
|
作者
Atapalkar, Ranjit S. [1 ,2 ]
Athawale, Paresh R. [2 ,3 ]
Reddy, D. Srinivasa [2 ,3 ]
Kulkarni, Amol A. [1 ,2 ]
机构
[1] CSIR, Chem Engn & Proc Dev Div, Natl Chem Lab, Pune 111008, Maharashtra, India
[2] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India
[3] CSIR, Div Org Chem, Natl Chem Lab, Pune 411008, Maharashtra, India
关键词
AZELAIC ACID; SAFE; SOLUBILITY; OXIDATION; ALDEHYDES; CLEAVAGE;
D O I
10.1039/d0gc04021e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A simple and efficient catalyst-free protocol for continuous flow synthesis of azelaic acid is developed from the renewable feedstock oleic acid. An ozone and oxygen mixture was used as the reagent for oxidative cleavage of double bond without using any metal catalyst or terminal oxidant. The target product was scaled up to more than 100 g with 86% yield in a white powder form. Complete recycling and reuse of the solvent were established making it a green method. The approach is significantly energy efficient and also has a very small chemical footprint. The methodology has been successfully tested with four fatty acids making it a versatile platform that gives value addition from renewable resources.
引用
收藏
页码:2391 / 2396
页数:6
相关论文
共 50 条
  • [1] Catalyst-free, scalable heterocyclic flow photocyclopropanation
    Kloepfer, Viktor
    Eckl, Robert
    Floss, Johannes
    Roth, Philippe M. C.
    Reiser, Oliver
    Barham, Joshua P.
    GREEN CHEMISTRY, 2021, 23 (17) : 6366 - 6372
  • [2] Catalyst-free biphasic oxidation of Thiophenes in continuous-flow
    Wang, Su
    Patehebieke, Yeersen
    Zhou, Zheng
    Zhang, Zhibing
    Wang, Xiao
    JOURNAL OF FLOW CHEMISTRY, 2020, 10 (04) : 597 - 603
  • [3] Green and catalyst-free synthesis of deoxyarbutin in continuous-flow
    Xie, Xiaoxuan
    Xie, Shitian
    Yao, Hongmiao
    Ye, Xin
    Yu, Zhiqun
    Su, Weike
    REACTION CHEMISTRY & ENGINEERING, 2019, 4 (05) : 927 - 931
  • [4] Catalyst-free biphasic oxidation of Thiophenes in continuous-flow
    Su Wang
    Yeersen Patehebieke
    Zheng Zhou
    Zhibing Zhang
    Xiao Wang
    Journal of Flow Chemistry, 2020, 10 : 597 - 603
  • [5] Catalyst-Free, Scalable, Green-Light-Mediated Iodoamination, and Further Transformation of Olefins Under Continuous Flow Conditions
    Kloepfer, Viktor
    Roithmeier, Leonie
    Kobras, Manuel
    Kreitmeier, Peter
    Reiser, Oliver
    ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2025, 29 (03) : 755 - 759
  • [6] A Sustainable Catalyst-Free Approach to Bipyrazoles Under Batch and Flow Chemistry Techniques
    Kumari, Akanksha
    Jain, Anshul
    Rana, Nirmal K.
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2025, 14 (02)
  • [7] Efficient and catalyst-free condensation of acid chlorides and alcohols using continuous flow
    Van Waes, Frederik E. A.
    Drabowicz, J.
    Cukalovic, A.
    Stevens, Christian V.
    GREEN CHEMISTRY, 2012, 14 (10) : 2776 - 2779
  • [8] Catalyst-free hydrothiolation of alkynes with dithiocarbamic acids
    Halimehjani, A. Ziyaei
    Breit, B.
    CHEMICAL COMMUNICATIONS, 2019, 55 (09) : 1253 - 1255
  • [9] Catalyst-Free Electrochemical Sulfonylation of Organoboronic Acids
    Yao, Weiwei
    Lv, Kang
    Xie, Zixi
    Qiu, Hui
    Ma, Mengtao
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (04): : 2296 - 2305
  • [10] Catalyst-free microwave-assisted conversion of free fatty acids in triglyceride feedstocks with high acid content
    Geuens, Jeroen
    Sergeyey, Sergey
    Maes, Bert U. W.
    Tavernier, Serge M. F.
    RENEWABLE ENERGY, 2014, 68 : 524 - 528