Short total synthesis of dihydrothebainone, dihydrocodeinone...

C - Chemistry – Metallurgy – 07 – D

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260/237.6

C07D 489/02 (2006.01) C07D 217/20 (2006.01) C07D 221/28 (2006.01) C07D 491/10 (2006.01)

Patent

CA 1169058

ABSTRACT OF THE DISCLOSURE A method of producing morphinan compounds which incorporates double advantages over the prior art, such as the utilization of .beta.,.gamma.-unsaturated ketones in place of the .alpha.,.beta.-unsaturated ketones previously used. Additionally, in the step where .beta.,.gamma.-unsaturated bromoketones proceed to 1-bromo-N-formylnordihydrothebainone (morphinan) there are utilized super acids, such as trifluoromethane sul- fonic, trifluoroethane sulfonic and mixtures thereof, and also antimony pentafluoride and mixtures of hydrogen fluoride and antimony pentafluoride. Super acids work, whereas the prior art shows that cyclization in the pres- ence of acids, even strong acids, such as sulfuric, phos- phoric, do not work.

381092

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