Optimized reaction conditions for the cross-metathesis of methyl oleate and oleylamine with ethyl acrylate

被引：24
|
作者：
Abbas, Mudassar [1 ]
Slugovc, Christian [1 ]
机构：
[1] Graz Univ Technol, Inst Chem & Technol Mat, A-8010 Graz, Austria
来源：
MONATSHEFTE FUR CHEMIE | 2012年 / 143卷 / 04期
关键词：
Methyl oleate; Oleylamine; Ethyl acrylate; Cross-metathesis; RENEWABLE RAW-MATERIALS; FATTY-ACID DERIVATIVES; ACRYLONITRILE; OILS;
D O I：
10.1007/s00706-011-0717-x
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The cross-metathesis of methyl oleate and oleylamine with ethyl acrylate has been studied using three different ruthenium-based second-generation catalysts. Emphasis was on determining the smallest amount of catalyst necessary for full conversion of technical grade educts. Conversion of methyl oleate is best performed in the presence of 10 equiv. ethyl acrylate without use of additional solvent whereas oleylamine cannot be used directly and protection of the amino group is necessary. An easy protection procedure for oleylamine with acetic anhydride was developed and the best results for cross-metathesis of N-acetyloleylamine were obtained in toluene solution.
引用
收藏
页码：669 / 673
页数：5
相关论文
共 50 条
  • [1] Optimized reaction conditions for the cross-metathesis of methyl oleate and oleylamine with ethyl acrylate
    Mudassar Abbas
    Christian Slugovc
    Monatshefte für Chemie - Chemical Monthly, 2012, 143 : 669 - 673
  • [2] Cross-metathesis of oleyl alcohol with methyl acrylate: optimization of reaction conditions and comparison of their environmental impact
    Rybak, Anastasiya
    Meier, Michael A. R.
    GREEN CHEMISTRY, 2008, 10 (10) : 1099 - 1104
  • [3] Equilibrium data for the cross-metathesis of methyl oleate with cinnamaldehyde
    Nieres, Pablo D.
    Trasarti, Andres F.
    Apesteguia, Carlos R.
    DATA IN BRIEF, 2018, 20 : 190 - 195
  • [4] Fishing for the right catalyst for the cross-metathesis reaction of methyl oleate with 2-methyl-2-butene
    Sytniczuk, A.
    Kajetanowicz, A.
    Grela, K.
    CATALYSIS SCIENCE & TECHNOLOGY, 2017, 7 (06) : 1284 - 1296
  • [5] Cross-metathesis of unsaturated triglycerides with methyl acrylate: Synthesis of a dimeric metathesis product
    Biermann, Ursula
    Meier, Michael A. R.
    Butte, Werner
    Metzger, Juergen O.
    EUROPEAN JOURNAL OF LIPID SCIENCE AND TECHNOLOGY, 2011, 113 (01) : 39 - 45
  • [6] A Design-of-Experiments Approach for the Optimization and Understanding of the Cross-Metathesis Reaction of Methyl Ricinoleate with Methyl Acrylate
    Ho, Thao T. T.
    Jacobs, Tina
    Meier, Michael A. R.
    CHEMSUSCHEM, 2009, 2 (08) : 749 - 754
  • [7] Valorisation of plant oil derivatives via metathesis reactions: Study of the cross-metathesis of methyl oleate with cinnamaldehyde
    Nieres, Pablo D.
    Trasarti, Andres F.
    Apesteguie, Carlos R.
    MOLECULAR CATALYSIS, 2020, 481
  • [8] Cross-metathesis of technical grade methyl oleate for the synthesis of bio-based polyesters and polyamides
    Krzesinski, Pawel
    Cesar, Vincent
    Grela, Karol
    Santos, Sergio
    Ortiz, Pablo
    RSC SUSTAINABILITY, 2023, 1 (08): : 2033 - 2037
  • [9] PLANT OIL VALORIZATION BY CROSS-METATHESIS REACTIONS: SYNTHESIS OF FINE CHEMICALS FROM METHYL OLEATE
    Trasarti, A. F.
    Gonzalez, E. J.
    Nieres, P. D.
    Apesteguia, C. R.
    LATIN AMERICAN APPLIED RESEARCH, 2020, 50 (02) : 139 - 144
  • [10] Valorisation of vegetable oils via metathesis reactions on solid catalysts: Cross-metathesis of methyl oleate with 1-hexene
    Zelin, J.
    Nieres, P. D.
    Trasarti, A. F.
    Apesteguia, C. R.
    APPLIED CATALYSIS A-GENERAL, 2015, 502 : 410 - 417
12345