Olefin epoxidation in a polar medium

C - Chemistry – Metallurgy – 07 – D

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260/372.3

C07D 301/19 (2006.01) C07D 303/04 (2006.01)

Patent

CA 1278306

OLEFIN EPOXIDATION IN A POLAR MEDIUM ABSTRACT OF THE DISCLOSURE A hydroperoxide charge stock (t-butyl hydroperox- ide or t-amyl hydroperoxide) is reacted with a C3 to C20 olefin charge stock in liquid phase in a reaction zone in the presence of a catalytically effective amount of a solu- ble molybdenum catalyst to form a product olefin epoxide corresponding to the olefin charge stock and a product alcohol corresponding to the hydroperoxide charge (t-butyl alcohol or t-amyl alcohol), which process is improved in accordance with the present invention by maintaining a reac- tion medium composed of more than 60 wt.% of polar components (hydroperoxide charge stock, product alcohol and product epoxide) in the reaction zone by charging to the reaction zone at least about a 30 wt.% solution of the hydroperoxide charge stock in the corresponding product alcohol and charg- ing said olefin charge stock to said reaction zone in an amount relative to the amount of said charged solution of charged hydroperoxide in product alcohol sufficient to pro- vide a ratio of from about 0.5 to about 2 moles of charged olefin per mole of charged hydroperoxide. The preferred olefin charge stock is propylene and the preferred hydroperoxide charge stock is t-butyl hydro- peroxide. The corresponding epoxide in this situation is propylene oxide and the corresponding product alcohol is t-butyl alcohol.

528945

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