Process for synthesis of alpha, beta-unsaturated ketones

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

Reexamination Certificate

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C568S345000, C568S390000

Reexamination Certificate

active

06995289

ABSTRACT:
A method for the synthesis of an α,β-unsaturated ketone useful for making substituted 1,4-dihydropyridines is described by reacting an aldehyde with pyrrolidine and then adding a ketone followed by trifluoroacetic acid at low temperature. The synthesis is used in a process for making substituted 1,4-dihydropyridines wherein a vinylogous amide is prepared by reacting a 1,3-cyclohexanedione with a phenylethylamine. The α,β-unsaturated ketone can be reacted with a vinylogous amide to form a 1,5-diketone which can be converted to a substituted 1,4-dihydropyridine.

REFERENCES:
patent: 2003148 (1971-07-01), None
patent: 0429603 (1991-06-01), None
patent: 1106597 (2001-06-01), None
patent: 439195 (1935-12-01), None
patent: WO9107368 (1991-05-01), None
patent: WO9107371 (1991-05-01), None
patent: WO9408966 (1994-04-01), None

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