Preparation of a Nylon-11 Precursor from Renewable Canola Oil

被引:15
作者
Spiccia, Nicolas Daniel [1 ]
Border, Emily [1 ]
Illesinghe, Jayamini [1 ]
Jackson, William Roy [1 ]
Robinson, Andrea Jane [1 ]
机构
[1] Monash Univ, Sch Chem, Clayton, Vic 3800, Australia
来源
SYNTHESIS-STUTTGART | 2013年 / 45卷 / 12期
基金
澳大利亚研究理事会;
关键词
metathesis; hydrogenation; amination; catalysis; polymers; nylon-11; canola; renewable; CROSS-METATHESIS REACTIONS; RAW-MATERIALS; NATURAL OILS; METHOXYCARBONYLATION; ESTERS; FATS;
D O I
10.1055/s-0033-1338478
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report a multi-catalytic sequence to a valuable nylon-11 precursor, methyl 11-aminoundecanoate, which is prepared by a ruthenium-catalysed cross-metathesis and a highly regioselective palladium-catalysed amination-hydrogenation reaction, from canola oil, a renewable, natural vegetable oil feedstock.
引用
收藏
页码:1683 / 1688
页数:6
相关论文
共 25 条
[1]   Ricin poisoning - A comprehensive review [J].
Audi, J ;
Belson, M ;
Patel, M ;
Schier, J ;
Osterloh, J .
JAMA-JOURNAL OF THE AMERICAN MEDICAL ASSOCIATION, 2005, 294 (18) :2342-2351
[2]   The cross-metathesis of methyl oleate with cis-2-butene-1,4-diyl diacetate and the influence of protecting groups [J].
Behr, Arno ;
Gomes, Jessica Perez .
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2011, 7 :1-8
[3]  
Biermann U, 2000, ANGEW CHEM INT EDIT, V39, P2206, DOI 10.1002/1521-3773(20000703)39:13<2206::AID-ANIE2206>3.0.CO
[4]  
2-P
[5]   Oils and Fats as Renewable Raw Materials in Chemistry [J].
Biermann, Ursula ;
Bornscheuer, Uwe ;
Meier, Michael A. R. ;
Metzger, Juergen O. ;
Schaefer, Hans J. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (17) :3854-3871
[6]  
Bonner RM., 1973, Nylon plastics, P327
[7]  
Castor Oil India, 2013, COMPR CAST OIL REP
[8]   Highly active and selective catalysts for the production of methyl propanoate via the methoxycarbonylation of ethene [J].
Clegg, W ;
Eastham, GR ;
Elsegood, MRJ ;
Tooze, RP ;
Wang, XL ;
Whiston, K .
CHEMICAL COMMUNICATIONS, 1999, (18) :1877-1878
[9]  
Devaux J.-F., APPL ECOPROFILE METH
[10]  
Elevance Renewable Sciences, 2012, EL REN SCI ARK ANN P