Phase-transfer-catalyzed synthesis of butyl 4-methoxyphenylacetate and its simultaneous hydrolysis by potassium hydroxide in oil-water biphasic system

Bulletin of the Chemical Society of Japan

Volumn 85, Issue 9, 2012, Pages 976-982

  Wang, Maw Ling ^a   Vivekanand, Perumberkandigai Adikesavan ^a   Yu, Ming Chan ^b  

^a HUNGKUANG UNIVERSITY   (Taiwan)

^b NATIONAL TSING HUA UNIVERSITY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

AGITATION SPEED; BIPHASIC MEDIUM; BIPHASIC SYSTEMS; HIGH CONCENTRATION; HIGHLY POLAR SOLVENT; HYDROLYSIS PRODUCTS; OIL-WATER; OPERATING PARAMETERS;

CATALYSIS; ESTERIFICATION; ESTERS; POTASSIUM HYDROXIDE;

HYDROLYSIS;

EID: 84866602257     PISSN: 00092673     EISSN: 13480634     Source Type: Journal    
DOI: 10.1246/bcsj.20120055     Document Type: Article

References (52)

1. C. M. Starks, R. M. Owens, J. Am. Chem. Soc. 1973, 95, 3613.
2. A. W. Herriott, D. Picker, J. Am. Chem. Soc. 1975, 97, 2345.
3. E. V. Dehmlow, S. S. Dehmlow, Phase Transfer Catalysis, VCH, Weinheim, New York, 1993.
4. C. M. Starks, C. L. Liotta, M. Halpern, Phase-Transfer Catalysis: Fundamentals, Applications, and Industrial Perspectives, Chapman & Hall, New York, 1994.
5. Handbook of Phase Transfer Catalysis, ed. by Y. Sasson, R. Neumann, Chapman & Hall, London, UK, 1997.
6. Z. Weng, J. Wang, S. Zhang, X. Jian, Bull. Chem. Soc. Jpn. 2008, 81, 525.
7. H. Naeimi, K. Rabiei, Bull. Chem. Soc. Jpn. 2011, 84, 1112.
8. M.-L. Wang, S.-W. Chang, Bull. Chem. Soc. Jpn. 1993, 66, 2149.
9. M.-L. Wang, Z.-F. Lee, Bull. Chem. Soc. Jpn. 2006, 79, 80.
10. P. A. Vivekanand, T. Balakrishnan, Catal. Commun. 2009, 10, 1371.
11. P. A. Vivekanand, T. Balakrishnan, Catal. Commun. 2009, 10, 1962.
12. H. Iwamoto, H. Kobayashi, P. Murer, T. Sonoda, H. Zollinger, Bull. Chem. Soc. Jpn. 1993, 66, 2590.
13. R. M. Izatt, K. Pawlak, J. S. Bradshaw, R. L. Bruening, Chem. Rev. 1991, 91, 1721.
14. H.-M. Yang, C.-L. Lin, J. Mol. Catal. A: Chem. 2003, 206, 67.
15. M.-L. Wang, C.-C. Ou, J.-J. Jwo, J. Chin. Inst. Eng. 2000, 23, 171.
16. M.-L. Wang, Z.-F. Lee, J. Mol. Catal. A: Chem. 2007, 264, 119.
17. M.-L. Wang, V. Rajendran, J. Mol. Catal. A: Chem. 2007, 273, 5.
18. M.-L. Wang, W.-H. Chen, Ind. Eng. Chem. Res. 2009, 48, 1376.
19. P. A. Vivekanand, T. Balakrishnan, Catal. Commun. 2009, 10, 687.
20. P. A. Vivekanand, T. Balakrishnan, Catal. Lett. 2009, 131, 587.
21. P. A. Vivekanand, T. Balakrishnan, Appl. Catal., A 2009, 364, 27.
22. G. D. Yadav, S. V. Lande, J. Mol. Catal. A: Chem. 2006, 247, 253.
23. M. Ghiaci, M. E. Sedaghat, R. J. Kalbasi, A. Abbaspur, Tetrahedron 2005, 61, 5529.
24. S.-s. Jew, Y.-J. Lee, J. Lee, M. J. Kang, B.-S. Jeong, J.-H. Lee, M.-S. Yoo, M.-J. Kim, S.-h. Choi, J.-M. Ku, H.-g. Park, Angew. Chem., Int. Ed. 2004, 43, 2382.
25. Z. Grobelny, A. Stolarzewicz, M. Czaja, J. Org. Chem. 1999, 64, 8990.
26. S. D. Naik, L. K. Doraiswamy, AIChE J. 1998, 44, 612.
27. H.-M. Yang, H.-S. Wu, Catal. Rev. 2003, 45, 463.
28. M. Halpern, Y. Sasson, M. Rabinovtiz, Tetrahedron 1982, 38, 3183.
29. C. Siswanto, T. Battal, O. E. Schuss, J. F. Rathman, Langmuir 1997, 13, 6047.
30. R. A. Jones, Quaternary Ammonium Salts, Their Use in Phase-Transfer Catalysis, Academic Press, New York, 2001.
31. W. E. Keller, Phase Transfer Reactions, Fluka-Compendium, Georg Thieme Verlag, Stuttgart, 1986, Vol. 1.
32. W. E. Keller, Phase Transfer Reactions, Fluka-Compendium, Georg Thieme Verlag, Stuttgart, 1987, Vol. 2.
33. W. E. Keller, Phase Transfer Reactions, Fluka-Compendium, Georg Thieme Verlag, Stuttgart, 1992, Vol. 3.
34. M.-L. Wang, S.-L. Hsu, Y.-M. Hsieh, Chem. Eng. Commun. 2006, 193, 1368.
35. F. Trotta, G. Moraglio, A. Rapposelli, J. Inclusion Phenom. Mol. Recognit. Chem. 1994, 20, 353.
36. O. V. Baranova, V. V. Kosmynin, V. A. Savelova, A. F. Popov, B. V. Panchenko, A. N. Shendrik, Russ. J. Org. Chem. 2001, 37, 667.
37. O. V. Baranova, V. V. Kosmynin, V. A. Savelova, A. N. Shendrik, N. I. Korotkikh, G. F. Raenko, A. F. Popov, Russ. J. Org. Chem. 2002, 38, 378.
38. M.-L. Wang, G.-K. Lam, Chem. Eng. Commun. 2004, 191, 220.
39. S. Asai, H. Nakamura, Y. Furuichi, AIChE J. 1992, 38, 397.
40. S. Asai, H. Nakamura, M. Yamada, Chem. Eng. J. 1997, 67, 19.
41. S. K. R. Cherlo, K. Devaki, S. Pushpavanam, Chem. Eng. Process. 2010, 49, 484.
42. H.-S. Wu, J.-F. Tang, J. Mol. Catal. A: Chem. 1999, 145, 95.
43. H.-S. Wu, C.-S. Lee, J. Catal. 2001, 199, 217.
44. H.-M. Yang, H.-C. Liu, Appl. Catal., A 2004, 258, 25.
45. C.-C. Huang, H.-M. Yang, Appl. Catal., A 2005, 290, 65.
46. H.-M. Yang, C. C. Li, J. Mol. Catal. A: Chem. 2006, 246, 255.
47. H.-M. Yang, C.-H. Chen, J. Mol. Catal. A: Chem. 2009, 312, 107.
48. H.-M. Yang, G.-Y. Peng, Ultrason. Sonochem. 2010, 17, 239.
49. H.-M. Yang, C.-C. Chiu, Ultrason. Sonochem. 2011, 18, 363.
50. R.-S. Juang, S.-C. Liu, Ind. Eng. Chem. Res. 1998, 37, 4625.
51. M.-L. Wang, C.-J. Chen, Org. Process Res. Dev. 2010, 14, 737.
52. M.-L. Wang, T.-H. Huang, W.-T. Wu, Chem. Eng. Commun. 2004, 191, 27.