Process for making alpha-loweralkylfurocoumarins and novel...

C - Chemistry – Metallurgy – 07 – D

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260/359.4

C07D 493/04 (2006.01) C07D 311/16 (2006.01)

Patent

CA 1146952

TC-ELDER-5 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.

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