6-or 8-haloalkyl substituted 7-hydroxycoumarins

Details 6-or 8-haloalkyl substituted 7-hydroxycoumarins 6-or 8-haloalkyl substituted 7-hydroxycoumarins

C - Chemistry, Metallurgy

07

D

260/359.4

C07D 311/04 (2006.01)

Patent

CA 1163642

APPLICATION FOR LETTERS PATENT FOR A PROCESS FOR MAKING .alpha.-LOWERALKYLFUROCOUMARINS AND NOVEL INTERMEDIATES PRODUCED THEREIN ABSTRACT OF THE DISCLOSURE .alpha.-Loweralkylfurocoumarins are produced by forming a .beta.-haloalk-2-enyl, e.g., .beta.-haloallyl, ether of a hydroxycoumarin having an active hydrogen in the position ortho to the hydroxy group, and heating the formed ether, preferably in dimethylaniline or like basic amine solvent. An abnormal Claisen rearrangement produces a novel o-hydroxy-(.beta.-haloalk-2-enyl)coumarin inter- mediate which can be dehydrohalogenated directly without isolation to the desired .alpha.-loweralkylfurocoumarin, e.g., .alpha.- methylfurocoumarin. INVENTOR Kurt D. Jaufman 2205 Benjamin Avenue Kalamazoo, Michigan 49008

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