Process for making .alpha.-loweralkylfurocoumarins

Details Process for making .alpha.-loweralkylfurocoumarins Process for making .alpha.-loweralkylfurocoumarins

1979-03-15

1980-08-05

Trousof, Natalie

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

26034344, C07D49304

Patent

active

042161541

ABSTRACT:
.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 intermediate which can be dehydrohalogenated directly without isolation to the desired .alpha.-loweralkylfurocoumarin, e.g., .alpha.-methylfurocoumarin.

REFERENCES:
patent: 3201421 (1965-08-01), Kaufman et al.
Anderson et al., J.C.S., Chem. Comm., 1974, p. 174.

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