Route to α- tocopheryl alkanoates and percursors thereof

Details Route to α- tocopheryl alkanoates and percursors thereof Route to α- tocopheryl alkanoates and percursors thereof

2004-09-02

2009-11-24

Shiao, Rei-Tsang (Department: 1626)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C549S411000

Reexamination Certificate

active

07622591

ABSTRACT:
The present invention is concerned with a novel process for the manufacture of 4alkanoyloxy-2,3,5-trimethylphenyl (E/Z)-phytyl ethers, precursors of α-tocopheryl alkanoates, by cross-metathesis reaction of alkenyl ethers of 1-alkanoyloxy-2,3,6-trimethylhydroquinone with 2,6,10,14-tetramethylpentadecene or a phytol derivative, e.g. an ester, an ether or a silyl ether, in the presence of a cross-metathesis catalyst. As the crossmetathesis catalyst especially ruthenium metal carbene complexes are suitable which possess (a) ruthenium metal center(s), have an electron count of 16 or 18 and are penta- or hexa-coordinated. A further object of the invention is a process for the manufacture of αtocopheryl alkanoates comprising this reaction.

REFERENCES:
patent: 4689427 (1987-08-01), Imfeld
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patent: 0 183 042 (1986-06-01), None
patent: WO 03/037883 (2003-05-01), None
patent: WO 2004/046126 (2004-06-01), None
patent: WO 2004/063182 (2004-07-01), None
Malaise et al. “A New Route to Vitamin E Key-Intermediates by Olefin Cross-Metathesis” Helvetica Chimica Acta, 2006, vol. 89, pp. 797-812.

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