Catalyst-free reductive amination of levulinic acid to N-substituted pyrrolidinones with formic acid in continuous-flow microreactor

被引:18
作者
Ma, Tengfei [1 ]
Zhang, Hong-Yu [1 ]
Yin, Guohui [1 ]
Zhao, Jiquan [1 ]
Zhang, Yuecheng [1 ,2 ]
机构
[1] Hebei Univ Technol, Sch Chem Engn & Technol, Tianjin 300130, Peoples R China
[2] Hebei Univ Technol, Natl Local Joint Engn Lab Energy Conservat Chem P, Tianjin 300130, Peoples R China
基金
中国国家自然科学基金;
关键词
Continuous-flow microreactor; Levulinic acid; Amines; Reductive amination; N-substituted pyrrolidinones; MICRO-REACTORS; PYRROLIDONE DERIVATIVES; LIGNOCELLULOSIC BIOMASS; ETHYL LEVULINATE; HIGHLY EFFICIENT; PYRIDINE BASES; CONVERSION; HYDROGENATION; TECHNOLOGY; TRANSFORMATION;
D O I
10.1007/s41981-018-0005-6
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reductive amination of levulinic acid to N-substituted pyrrolidinones was performed in a continuous-flow microreactor (CFMR) in high yield, using formic acid as hydrogen source and acetonitrile as the reaction solvent. The developed protocol allows the avoidance of high boiling solvents such as DMSO and the additive triethylamine, more commonly associated with this synthetic transformation. As a result, the reaction products are more readily separated from the low boiling solvent.
引用
收藏
页码:35 / 43
页数:9
相关论文
共 53 条
[1]  
Akiyama S., 2000, [No title captured], Patent No. [EP1020447, 1020447]
[2]   Selective oxidation of complex, water-insoluble biomass to formic acid using additives as reaction accelerators [J].
Albert, Jakob ;
Woelfel, Rene ;
Boesmann, Andreas ;
Wasserscheid, Peter .
ENERGY & ENVIRONMENTAL SCIENCE, 2012, 5 (07) :7956-7962
[3]   Technology development for the production of biobased products from biorefinery carbohydrates-the US Department of Energy's "Top 10" revisited [J].
Bozell, Joseph J. ;
Petersen, Gene R. .
GREEN CHEMISTRY, 2010, 12 (04) :539-554
[4]   Applications of Continuous-Flow Photochemistry in Organic Synthesis, Material Science, and Water Treatment [J].
Cambie, Dario ;
Bottecchia, Cecilia ;
Straathof, Natan J. W. ;
Hessel, Volker ;
Noel, Timothy .
CHEMICAL REVIEWS, 2016, 116 (17) :10276-10341
[5]  
Crook L. R., 1966, G. B. Patent, Patent No. [1,036,694, 1036694]
[6]   Experimental studies for levulinic acid production from whole kernel grain sorghum [J].
Fang, Q ;
Hanna, MA .
BIORESOURCE TECHNOLOGY, 2002, 81 (03) :187-192
[7]   Non-stoichiometric formation of formic and levulinic acids from the hydrolysis of biomass derived hexose carbohydrates [J].
Flannelly, T. ;
Lopes, M. ;
Kupiainen, L. ;
Dooley, S. ;
Leahy, J. J. .
RSC ADVANCES, 2016, 6 (07) :5797-5804
[8]   Environmental performance of biomass refining into high-added value compounds [J].
Gonzalez-Garcia, Sara ;
Gullon, Beatriz ;
Rivas, Sandra ;
Feijoo, Gumersindo ;
Teresa Moreira, Maria .
JOURNAL OF CLEANER PRODUCTION, 2016, 120 :170-180
[9]   The use of a novel microreactor for high throughput continuous flow organic synthesis [J].
Greenway, GM ;
Haswell, SJ ;
Morgan, DO ;
Skelton, V ;
Styring, P .
SENSORS AND ACTUATORS B-CHEMICAL, 2000, 63 (03) :153-158
[10]   Deciding Whether To Go with the Flow: Evaluating the Merits of Flow Reactors for Synthesis [J].
Hartman, Ryan L. ;
McMullen, Jonathan P. ;
Jensen, Klavs F. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (33) :7502-7519