Abstract
The heterogeneously catalyzed ring‐opening reaction of 4,4,5,8‐tetramethyl‐1‐oxaspiro[2.5]octane (1) has been carried out in a fixed bed as well as in a batch reactor. In the presence of a silica catalyst yields up to 53% of the important fragrance intermediate 2,2,3,6‐tetramethylcyclohexane carbaldehyde (2) could be achieved.
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References
K. Tanabe, R. Ohnishi and K. Arata, in: Terpene Chemistry, ed. J. Verghese (McGraw-Hill, New Delhi, 1982) pp. 67-93.
B. Rickborn, Comp. Org. Chem. 3 (1994) 733.
V.S. Joshi, N.P. Damodaran and S. Dev, Tetrahedron 27 (1970) 476.
W.F. Hoelderich and N. Goetz, in: Proc. 9th ICZ, Montreal, 1992, eds. R.V. Ballmoos et al. (Butterworth, New York, 1993) pp. 309-317.
W.F. Hoelderich, N. Goetz, L. Hupfer, R. Kropp, H. Teobald and B. Wolf, DE 3546372; Eur. Patent 228675; US Patent 4929765 (July 1987) BASF AG.
N. Goetz, W.F. Hoelderich and L. Hupfer, Eur. Patent 332981; US Patent 4968831 (March 1988) BASF AG.
C. Chapuis, C. Margot, K.H. Schulte-Elte and H. Pamingle, Eur. Patent 374.509 (June 1990) Firmenich S.A.
K.H. Schulte-Elte, C. Chapuis, D. Simmons and D. Reichlin, Eur. Patent 457022 (April 1991) Firmenich S.A.
W. Spiegler, W.F. Hoelderich, N. Goetz, L. Hupfer and J. Wild, Eur. Patent 259814; US Patent 4824973 (September 1986) BASF AG.
C. Chapuis, K.H. Schulte-Elte, H. Pamingle and C. Margot, Eur. Patent 449034 (October 1991) Firmenich S.A.
A.T. Liebens, C. Mahaim and W.F. Hoelderich, Stud. Surf. Sci. Catal. 108 (1997) 587.
F. Naeumann, W. Hoelderich and F. Merger, Eur. Patent 295 552 B2 (1999) BASF AG.
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Liebens, A., Laufer, W. & Hölderich, W. Ring‐opening reaction of 4,4,5,8‐tetramethyl‐1‐oxaspiro[2.5]octane to 2,2,3,6‐tetramethylcyclohexanecarbaldehyde over heterogeneous catalysts. Catalysis Letters 60, 71–75 (1999). https://doi.org/10.1023/A:1019065814955
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DOI: https://doi.org/10.1023/A:1019065814955