Method of making D,L-A-tocopherol

Details Method of making D,L-A-tocopherol Method of making D,L-A-tocopherol

1997-10-16

1999-06-01

Richter, Johann

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D31102

Patent

active

059089393

ABSTRACT:
A process for the manufacture of d,1-.alpha.-tocopherol by the catalyzed condensation of trimethylhydroquinone with isophytol comprises carrying out the condensation in the presence of (I), wherein Met signifies a metal atom selected from the group of lithium, boron, magnesium, aluminium, silicon, scandium, titanium, vanadium, manganese, iron, cobalt, nickel, copper, zinc, yttrium, zirconium, rhodium, palladium, silver, tin, lanthanum, cerium, neodymium, praseodymium, europium, dysprosium, ytterbium, hafnium, platinum and gold and n signifies the corresponding valency (1, 2, 3, or 4) of the metal atom Met, as the catalyst or of a combination of a metal salt of formula I and a strong Bronsted acid as the catalyst system in an organic solvent. The product of the process is the most active member of the vitamin E group.

REFERENCES:
patent: 2723278 (1955-11-01), Surmatis et al.
patent: 3444123 (1969-05-01), Singer et al.
patent: 3459773 (1969-08-01), Moroe et al.
patent: 3789086 (1974-01-01), Frick et al.
patent: 4634781 (1987-01-01), Finnan
patent: 5523420 (1996-06-01), Lowack et al.
patent: 5526821 (1996-06-01), Armand
patent: 5684023 (1997-11-01), Riedl et al.
patent: 5723664 (1998-03-01), Sakaguchi et al.
Chemical Abstract 103:104799d (1985).
Chemical Abstract 103:123731s (1985).
Chemical Abstract 110:32917r (1989).
Bergel, et al., "Vitamin E Synethesis of .alpha.-Tocopherol", Nature, 142:36 (1938).
Smith et al., "The Chemistry of Vatamin E: I. The Structure and Syntehsis of .alpha.-Tocopherol", Science, 88:37-38 (1938).
Smith et al., The Chemistry of Vitamin E: Condensation of Phenols and Hydroquinones with Allylic Alcohols . . . , J.Am. Chem. Soc. 61:2615-2618 (1939).
Y. Tachibana, "Preparation of Vitamin E Using Cation Exchange Resin Complexes of Metal Ions", Bull. Chem. Soc. Japan 50:2477-2478 (1977).
Mikami et al., "Metal Bis(trifluoromethylsulfonyl)amides as Highly Efficient Lewis Acid Catalysts for Acylation Reaction", Synlett 171-172 (1996).
Ishiohara et al., "A New Scandium Complex as an Extremely Active Acylation Catalyst", Synlett 265-266 (1996).
Kobayashi et al., "Metal Bis((perfluoroalkyl)sulfonyl)amides as Novel Lewis acid Catalysts in Diels-Alder Reaction", Chem Lett. 307-308 (1995).
Ishihara et al., "Practical Syntehsis of (.+-.)-.alpha.-Tocopherol.", Synlett No. 11, pp. 1045-1046 (Nov., 1996).
Matsui et al., Synthesis of .alpha.-Tocopherol., Bull Chem. Soc. Japan, 68-3569-3571 (1995).
Abstract of Japanese Patent Application 07246338, 1995.
U.S. application No. 08/778,479, Bonrath., filed Jan. 3, 1997.
Matsui et al., Bull. Chem. Soc. Jpn., 68(12), 3569-3571, 1995.

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