Manufacture of α-tocopherol

Details Manufacture of α-tocopherol Manufacture of α-tocopherol

2002-10-23

2009-12-01

Solola, Taofiq A (Department: 1625)

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

active

07626046

ABSTRACT:
A process for the manufacture of (all-rac)-α-tocopherol comprises submitting isolated, purified phytyltrimethylhydroquinone to acid catalysis, thereby promoting ring closure to (all-rac)-α-t-tocopherol. The process can be conducted in the absence or presence of an added solvent, and when a solvent or solvent mixture is used the solvent or at least one solvent component of the solvent mixture is preferably one with a dipole moment greater than 9×10−30C-m (or 2.7D). The nature of the catalyst is immaterial, but the catalyst is preferably sulphuric acid, phosphoric acid, a polyperfluoroalkylenesulphonic acid, a “NH-acid”, a heteropoly acid, zinc chloride, boron trifluoride, aluminium trichloride, or a mixture of any f the aforementioned Brönsted acids with any of the aforementioned Lewis acids. The product of the process is the most active an industrially most important member of the vitamin E group.

REFERENCES:
patent: 4208334 (1980-06-01), Fitton et al.
patent: 1 134 218 (2001-09-01), None
Cohen et al., J. Org. Chem. (1981), vol. 46(12), p. 2445-2450.
Meyer et al., Helv. Chim. Acta, (1967), vol. 50(120), pp. 1168-1178.
Stocker, A. et al., “Identification of the Tocopherol-Cyclase in the Blue-Green AlgaeAnabaena variabilisKützing (Cyanobacteria)”,Helvetica Chimica Acta, vol. 76, pp. 1729-1738 (1993).
Bulychev, É. and Shchegolev, A., “Some Technological Features of Using Heterogeneous Catalysis in the Synthesis of α-Tocopherol”,Pharmaceutical Chemistry Journal, vol. 33(2), pp. 98-100 (1999). Translated fromKhimiko-Farmatsevticheskii Zhurnal, vol. 33(2), pp. 40-42 (1999).
Wang, S. et al., “The Synthesis of D L- α-tocopherol in Supercritical Media”,Journal of Supercritical Fluids, vol. 17, pp. 135-143 (2000).
Shchegolev, A. et al., “Synthesis of Vitamin E Acetate”,M.V. Lomonosov Institute of Precision Chemical Engineering, Moscow, pp. 71-73 (1983) Translated fromKhimiko-Farmatsevticheskii Zhurnal, vol. 17(1), pp. 92-95 (1983) .
Matsui, et al. “Synthesis of a-tocopherol: scandium(III) trifluoromethanesulfonate as an efficient catalyst in the reaction of . . . ” Bull. Chem. Soc. Jpn., 68, 3569-3571 (1995).
Baldwin, J.E., et al. “5-Endo-Trigonal Reactions: a Disfavoured Ring Closure,” J. Chem. Soc., Chem. Commun., 736 (1976).
Baldwin, J.E., “Rules for Ring Closure,” J. Chem. Soc., Chem. Commun., 734-736 (1976).

Affiliated with

Also associated with

Rating

Manufacture of α-tocopherol does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Manufacture of α-tocopherol, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Manufacture of α-tocopherol will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-4134934