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Synthesis 2005(12): 1939-1944
DOI: 10.1055/s-2005-869951
DOI: 10.1055/s-2005-869951
PAPER
© Georg Thieme Verlag Stuttgart · New York
Efficient Esterification of Long Chain Aliphatic Carboxylic Acids with Alcohols over ZrOCl2·8H2O Catalyst
Weitere Informationen
Received
17 January 2005
Publikationsdatum:
20. Juni 2005 (online)
Publikationsverlauf
Publikationsdatum:
20. Juni 2005 (online)
Abstract
Direct condensation of equimolar amounts of long chain carboxylic acids and alcohols could be achieved by using zirconyl chloride as an efficient catalyst. ZrOCl2·8H2O showed high activity for esterification between primary acids and alcohols; however, it was less active in the combination of branched acid and secondary alcohols to give the corresponding esters.
Key words
esterification - long chain aliphatic carboxylic acid - long chain aliphatic alcohol - zirconyl chloride
- 1
Larock RC. Comprehensive Organic Transformations VCH; New York: 1989. p.966 - 2
Otera J. Esterification: Methods, Reactions and Applications Wiley-VCH; Weinheim: 2003. p.303 - 3
The Chemistry of Carboxylic Acid and Esters
Patai S. Wiley; New York: 1969. -
4a
Olah GA.Keumi T.Meidar D. Synthesis 1978, 929 -
4b
Masaki Y.Tanaka N.Miura T. Chem. Lett. 1997, 55 -
4c
Kadaba PK. Synthesis 1972, 628 -
4d
Lawrance WW. Tetrahedron Lett. 1971, 3453 -
4e
Nakao R.Oka K.Fukumoto T. Bull. Chem. Soc. Jpn. 1981, 54: 1267 -
4f
Kumar AK.Chottopadhyay TK. Tetrahedron Lett. 1987, 28: 3713 - 5
Rama S.Lingaiah N.Devi BLAP.Prasad RBN.Suryanarayana I.Sai Prasad PS. Appl. Catal., A 2004, 276: 163 - 6
Kawabata T.Mizugaki T.Ebitani K.Kaneda K. Tetrahedron Lett. 2003, 44: 9205 - 7
Saroja M.Kaimol TNB. Synth. Commun. 1986, 11: 1423 -
8a
Ishihara K.Ohara S.Yamamoto H. Science 2000, 290: 1140 -
8b
Ishihara K.Nakayama M.Ohara S.Yamamoto H. Synlett 2001, 1117 -
8c
Ishihara K.Nakayama M.Ohara S.Yamamoto H. Tetrahedron 2002, 58: 8179 -
8d
Nakayama M.Sato A.Ishihara K.Yamamoto H. Adv. Synth. Catal. 2004, 346: 1275 - 9
Bartoli G.Boeglin J.Bosco M.Locatelli M.Massaccesi M.Melchiorre P.Sambri L. Adv. Synth. Catal. 2005, 347: 33 -
10a
Kantam ML.Bhaskar V.Choundary BM. Catal. Lett. 2002, 78: 185 -
10b
Wakasugi K.Misaki T.Yamada K.Tanabe Y. Tetrahedron Lett. 2000, 41: 5249 -
10c
Manabe K.Iimura S.Sun X.-M.Kobayashi S. J. Am. Chem. Soc. 2002, 124: 11971 -
10d
Hao X.Yoshida A.Nishikido J. Tetrahedron Lett. 2004, 45: 781 -
10e
Wakasugi K.Nakamura A.Iida A.Nishii Y.Nakatani N.Fukushima S.Tanabe Y. Tetrahedron 2003, 59: 5337 -
10f
Oohashi Y.Fukumoto K.Mukaiyama T. Chem. Lett. 2004, 968