Kinetic study of synthesizing N-butylphthalimide under solid-liquid phase-transfer catalysis conditions

Journal of Molecular Catalysis A: Chemical

Volumn 236, Issue 1-2, 2005, Pages 65-71

  Wang, Maw Ling ^a   Chen, Wei Hung ^b   Wang, Feng Sheng ^b  

^a HUNGKUANG UNIVERSITY   (Taiwan)

^b NATIONAL CHUNG CHENG UNIVERSITY   (Taiwan)

Author keywords

Kinetics; Phase transfer catalysis; Solid liquid reaction; Synthesis of N butylphthalimide

Indexed keywords

ACETONITRILE; ACTIVATION ENERGY; AMMONIUM COMPOUNDS; CATALYSTS; HYDROCARBONS; ORGANIC SOLVENTS; PHASE TRANSITIONS; POTASSIUM COMPOUNDS; RATE CONSTANTS; SALTS; SYNTHESIS (CHEMICAL);

PHASE-TRANSFER REACTION; QUARTERNARY AMMONIUM SALTS; SOLID-LIQUID REACTIONS; SYNTHESIS OF N-BUTYLPHTHALIMIDE;

CATALYSIS;

EID: 21844458938     PISSN: 13811169     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molcata.2005.03.049     Document Type: Article

References (17)

1. C.M. Starks, C.L. Liotta, and M.E. Halpern Phase Transfer Catalysis 1994 Chapman & Hall New York, USA
2. E.V. Dehmlow, and S.S. Dehmlow Phase Transfer Catalysis, Monographs in Modern Chemistry vol. 11 1983 Verlag Chemie Weinheim, Germany
3. Y. Sasson, and R. Neumann Handbook of Phase Transfer Catalysis 1997 Chapman & Hall New York, USA
4. A. Da Settimo, G. Primofiore, F. Da Settimo, F. Simorini, C. La Motta, A. Martinelli, and E. Boldrine Synthesis of pyrrolo[3,4-c]pyridine derivatives possessing an acid group and their in vitro and in vivo evaluation as aldose reductase inhibitors Eur. J. Med. Chem. 31 1996 49 58
5. P.Y. Reddy, S. Kondo, T. Toru, and Y. Ueno Lewis acid and hexamethyldisilazane-promoted efficient synthesis of N-alkyl- and N-arylimide derivatives J. Org. Chem. 62 1997 2652 2654
6. A.G. Prapas Preparation of acyclic imides J. Org. Chem. 24 1959 388 392
7. T. Aubert, M. Farnier, and R. Guilard Reactivity of iminophosphoranes towards some symmetrical dicarbonyl dichlorides: syntheses and mechanisms Tetrahedron 47 1991 53 60
8. M.A. Walker A high yielding synthesis of N-alkyl maleimides using a novel modification of the Mitsunobu reaction J. Org. Chem. 60 1995 5352 5355
9. M.Y. Zhou, Y.Q. Li, and X.M. Xu A new simple and efficient synthesis of N-aryl phthalimides in ionic liquid [bmin][PF6] Synth. Commun. 33 21 2003 3777 3780
10. J.S. Wilkes, J.A. Levisky, R.A. Wilson, and C.L. Hussey Dialkylimidazolium chloroaluminate melts: a new class of room-temperature ionic liquids for electrochemistry, spectroscopy and synthesis Inorg. Chem. 21 1982 1263 1264
11. M. Jerry Advanced Organic Chemistry: Reactions, Mechanisms and Structure 1992 Wiley New York, USA
12. J.P. Gesson, J.C. Jacquesy, and D. Ramband A practical method for N-alkylation of succinimide and glutarimide Bull. Soc. Chem. Fr. 129 1992 227 231
13. H.E. Hennis, L.R. Thompson, and J.P. Long Esters from the reactions of alkyl halides and salts of carboxylic acids. Comprehensive study of amine catalysis Ind. Eng. Chem. Product Res. Dev. 7 2 1968 96 101
14. J.B. Melville, and J.D. Goddard A solid-liquid phase-transfer catalysis in rotating-disk flow Ind. Eng. Chem. Res. 27 1988 551 555
15. Z.M.C. Vander, and F.W. Hartner Solid-liquid phase-transfer catalysis by a quaternary ammonium salt. A comparison with crown ethers and polyalkylamines J. Org. Chem. 43 1978 13
16. G.D. Yadav, and M.M. Sharma Kinetics of reaction of benzyl chloride with sodium acetatebenzoate phase transfer catalysis in solid-liquid system Ind. Eng. Chem. Product Res. Dev. 20 1981 385 390
17. S. Yoel, and H.A. Zahalka Catalyst poisoning phenomenon in phase transfer catalysis: effect of aqueous phase concentration J. Chem. Soc., Chem. Commun. 1983 1347