Environmentally benign and energy efficient methodology for condensation: an interesting facet to the classical Perkin reaction

被引:127
作者
Pawar, Poonam Mahadev [1 ]
Jarag, Krishna Jagannath [1 ]
Shankarling, Ganapati Subray [1 ]
机构
[1] Inst Chem Technol, Dept Dyestuff Technol, Bombay 400019, Maharashtra, India
关键词
ALIPHATIC CARBOXYLIC-ACIDS; CINNAMIC ACID; CONVENTIONAL METHOD; AROMATIC-ALDEHYDES; IONIC LIQUIDS; SOLVENT; DERIVATIVES;
D O I
10.1039/c0gc00712a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We have reported use of biodegradable deep eutectic solvent (DES) based on choline chloride and urea, for the synthesis of cinnamic acid and its derivatives via Perkin reaction. The reaction proceeds efficiently under mild condition without use of additional catalyst with better yields. Ease of recovery and reusability of solvent with consistent activity makes this method efficient and environmentally benign. This method is also energy efficient and easy to handle.
引用
收藏
页码:2130 / 2134
页数:5
相关论文
共 55 条
[1]   Selective extraction of metals from mixed oxide matrixes using choline-based ionic liquids [J].
Abbott, AP ;
Capper, G ;
Davies, DL ;
Rasheed, RK ;
Shikotra, P .
INORGANIC CHEMISTRY, 2005, 44 (19) :6497-6499
[2]   Novel solvent properties of choline chloride/urea mixtures [J].
Abbott, AP ;
Capper, G ;
Davies, DL ;
Rasheed, RK ;
Tambyrajah, V .
CHEMICAL COMMUNICATIONS, 2003, (01) :70-71
[3]   A novel cinnamic acid derivative that inhibits Cdc25 dual-specificity phosphatase activity [J].
Aoyagi, Y ;
Masuko, N ;
Ohkubo, S ;
Kitade, M ;
Nagai, K ;
Okazaki, S ;
Wierzba, K ;
Terada, T ;
Sugimoto, Y ;
Yamada, Y .
CANCER SCIENCE, 2005, 96 (09) :614-619
[4]   Preparation of cinnamate esters from styrenes [J].
Aslam, M ;
Stansbury, WF ;
Reiter, RJ ;
Larkin, DR .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (05) :1550-1552
[5]   SIMPLE AND FACILE OXIDATION OF ALDEHYDES TO CARBOXYLIC-ACIDS [J].
BABU, BR ;
BALASUBRAMANIAM, KK .
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1994, 26 (01) :123-125
[6]   The action of pyridine as a catalyst in Perkin's synthesis of cinnamic acid [J].
Bacharach, G ;
Brogan, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1928, 50 :3333-3334
[7]  
Beavis R C, 1989, Rapid Commun Mass Spectrom, V3, P432, DOI 10.1002/rcm.1290031207
[8]  
BUMAGIN NA, 1989, METALLOORG KHIM, V2, P911
[9]   A novel approach in cinnamic acid synthesis: Direct synthesis of cinnamic acids from aromatic aldehydes and aliphatic carboxylic acids in the presence of boron tribromide [J].
Chiriac, CI ;
Tanasa, F ;
Onciu, M .
MOLECULES, 2005, 10 (02) :481-487
[10]   A new direct synthesis of cinnamic acids from aromatic aldehydes and aliphatic carboxylic acids in the presence of sodium borohydride [J].
Chiriac, CI ;
Tanasa, F ;
Onciu, M .
TETRAHEDRON LETTERS, 2003, 44 (17) :3579-3580