Catalytic process for the preparation of epoxides from alkenes

Details Catalytic process for the preparation of epoxides from alkenes Catalytic process for the preparation of epoxides from alkenes

2007-06-26

2007-06-26

Dentz, Bernard (Department: 1625)

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

active

10823318

ABSTRACT:
An improved catalytic process for the preparation of epoxides from alkenes using a combination of transition metal salt, an inorganic promoter and an organic additive in absence of solvent or in the presence of a solvent with commercially available hydrogen per oxide has been disclosed. Thus, styrene oxide was prepared at a kilogram scale in 86% isolated yield with purity >95%.

REFERENCES:
patent: 3053856 (1962-09-01), Payne et al.
patent: 4410501 (1983-10-01), Taramasso et al.
patent: 4701428 (1987-10-01), Bellussi et al.
patent: 4833260 (1989-05-01), Neri et al.
patent: 5041569 (1991-08-01), Enomoto et al.
patent: 5145968 (1992-09-01), Monnier et al.
patent: 5155241 (1992-10-01), Nishibe et al.
patent: 6583300 (2003-06-01), Leyshon et al.
patent: 0540009 (1993-05-01), None
Lane et al, JACS, vo. 124, p. 11946-11954 (2002).
Daniel Swern;Electronic Interpretation of the Reaction of Olefins with Organic Per-acids, The Journal of the Americal Chemical Society, vol. 69, Jul.-Dec. 1947, pp. 1692-1698.
Teruaki Mukaiyama et al.;Recent Advances in Aerobic Oxygenation, Bull. Chem. Soc. Jpn., 68., No. 1, (1995), pp. 17-35, 1 Fig. 14 Tables.
Gianluca Pozzi et al.;Cobalt tetraarylporphyrin-catalysed epoxidation of alkenes by dioxygen and 2-methylpropanol under fluorous biphasic conditions, Chem. Commun., 1997, pp. 69 and 70.
George B. Payne et al.;Reactions of Hydrogen Peroxide. VII. Alkali-Catalyzed Epoxidation and Oxidation Using a Nitrile as Co-reactant, The Journal of Organic Chemistry, vol. 26, No. 3, Mar. 1961, pp. 659-663.
G. B. Payne,A Simplified Procedure for Epoxidation by Benzonitrile-Hydrogen Peroxide, Selective Oxidation of 2-Allylcyclohexanone, Tetrahedron, 1962, vol. 18, pp. 763-765.
Benjamin S. Lane et al.;A Cheap, Catalytic, Scalable, and Environmentally Benign Method for Alkene Epoxidations, J. Am. Chem. Soc. 2001, 123, pp. 2933 and 293, 1 Fig., 1 Table.
David E. Richardson et al.;Equilibria, Kinetics and Mechanism in the Bicarbonate Activation of Hydrogen Peroxide: Oxidation of Sulfides by Peroxymonocarbonate, J. Am. Chem. Soc. 2000, 122, pp. 1729-1739, 8 Figs.
Heather Riley Tetzlaff et al.;Kinetics and Mechanism of the Epoxidation of Allylic Alcohols by Hydrogen Peroxide with Methyltrioxorheniium as Catalyst, Inorg. Chem. 1999, 38, pp. 881-885, 1 Table, 3 Figs.
George Majetich et al.;Carbodiimide-promoted Epoxidation of Olefins with Dilute Aqueous Hydrogen Peroxide, SYNLETT, Jul. 1996, p. 649-651, 1 Table.
Eric N. Jacobsen;Transition Metal-catalyzed Oxidations: Asymmetric Epoxidation, Comprehensive Organometallic Chemistry II, vol. 12, pp. 1097-1135, 20 Figs., 7 Tables.
Alexander McKillop et al.;Sodium Perborate and Sodium Percarbonate: Cheap, Safe and Versatile Oxidising Agents for Organic Synthesis, Tetrahedron Report No. 373, 1995, vol. 51, No. 22 pp. 6145-6166, 1 Table.
John O. Edwards;Nukcleophilic Displacement on Oxygen in Peroxides, Peroxide Reaction Mechanisms, Conference held at Brown University, Providence, RI, Jun. 15-17, 1960, pp. 67-107, 2 Figs., 10 Tables.
David E. Richardson et al.;Kinetics and Equilibrium Formation of a Weakly Basic Oxidant System for Decontamination, ERDEC Scientific Conference, 1999, pp. 293-298, 2 Tables.

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