6 Or 8 Haloallyl substituted 7-hydroxycoumarins

Details 6 Or 8 Haloallyl substituted 7-hydroxycoumarins 6 Or 8 Haloallyl substituted 7-hydroxycoumarins

1979-09-20

1980-11-25

Jiles, Henry R.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

26034321, C07D31116

Patent

active

042357810

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: 3243441 (1966-03-01), Ritter et al.

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