Highly efficient esterification of carboxylic acids with alcohols by montmorillonite-enwrapped titanium as a heterogeneous acid catalyst

Tetrahedron Letters

Volumn 44, Issue 51, 2003, Pages 9205-9208

  Kawabata, Tomonori ^a   Mizugaki, Tomoo ^a   Ebitani, Kohki ^a   Kaneda, Kiyotomi ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

Alcohol; Carboxylic acid; Esterification; Heterogeneous catalyst; Montmorillonite; Titanium

Indexed keywords

ALCOHOL DERIVATIVE; CARBOXYLIC ACID; MONTMORILLONITE; TITANIUM;

ANALYTICAL EQUIPMENT; ARTICLE; CATALYSIS; CATALYST; ESTERIFICATION; GAS CHROMATOGRAPHY;

EID: 0345276499     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.10.024     Document Type: Article

References (37)

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22. 4+-mont: Tateiwa, J.; Horiuchi, H.; Hashimoto, K.; Yamauchi, T.; Uemura, S. J. Org. Chem. 1994, 59, 5901.
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29. 4+-mont was removed by filtration and washed with acetone. Distillation of the combined filtrate afforded pure 3-phenyl-1-propyl hexanoate as a colorless oil (21.8 g, 93%).
30. 2, see: Yadav G.D., Nair J.J. Microporous Mesoporous Mater. 33:1999;1.
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32. For recent reports on heterogeneous organic reactions using zeolite beta as an acid catalyst, see: (a) acylation: Andy, P.; Garcia-Martinez, J.; Lee, G. ; Gonzalez, H.; Jones, C. W.; Davis, M. E. J. Catal. 2000, 192, 215; (b) nitration: Smith, K.; Musson, A.; DeBoos, G. A. J. Org. Chem. 1998, 63, 8448.
33. 4+-mont.
34. Sublimation of phenol decreased the yield of the product under the solventless conditions.
35. 4 (0.1 mmol) under the same reaction conditions afforded dimethyl homophthalate and methyl 2-carboxyphenylacetate in 83 and 10% yields, respectively.
36. 2h.
37. 4+-mont catalyst, as determined by Ti K-edge XAFS.