Process for preparing secondary alcohol

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

Reexamination Certificate

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C568S908000

Reexamination Certificate

active

11091487

ABSTRACT:
A process for preparing a secondary alcohol which is characterized in adding a primary or a secondary amine in the reaction system in case that the secondary alcohol is prepared by hydrogenating in the presence of a noble metal, an epoxy derivative represented by the following formula,wherein R1and R2are the same or different, an organic group not containing aldehyde group or ketone group therein or hydrogen atom, provided that both R1and R2are not simultaneously hydrogen atom.

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patent: 6166269 (2000-12-01), Chaudhari et al.
L. M. Schultze et al., “Practical Synthesis of the anti-HIV Drug, PMPA”, Tetrahedron Letters, vol. 39, pp. 1853-1856, 1998.
P. S. Dragovich et al., “Palladium Catalyzed, Regioselective Reduction of 1,2-Epoxides by Ammonium Formate”, J. Org. Chem., vol. 60, pp. 4922-4924, 1995.
H. Sajiki et al., “Pd/C(en)-Catalyzed Regioselective Hydrogenolysis of Terminal Epoxides to Secondary Alcohols”, Chem. Commun., pp. 1041-1042, 1999.
M. Couturier et al., “The use of Borane-Amine Adducts as Versatile Palladium-Catalyzed Hydrogen-Transfer Reagents in Methanol”, Tetrahedron Letters, vol. 42, pp. 2763-2766, 2001.
M. Ito et al., “Highly Efficient Chemoselective Hydrogenolysis of Epoxides Catalyzed by a (n5-C5(CH3)5)Ru Complex Bearing a 2-(Diphenylphosphino)ethylamine Ligand”, Organometallics, vol. 22, No. 21, pp. 4190-4192, Oct. 13, 2003.

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