69897-63-8Relevant articles and documents
Coumarin derivatives and method for synthesizing 5'-methyl psoralens therefrom
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, (2008/06/13)
Two species of a coumarin derivative are disclosed, both of which may be produced from a 7-hydroxycoumarin precursor. The one species is an oxime and the other is a β-haloallyl ester. A method for making a psoralen compound in high yield comprises treating these coumarin derivatives with an acid to fuse a furan ring thereto, and recovering a 5'-methyl psoralen therefrom. The 5'-methyl psoralen may be produced in up to about 70% overall yield with respect to the 7-hydroxycoumarin precursor.
Process for making α-loweralkylfurocoumarins
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, (2008/06/13)
α-Loweralkylfurocoumarins are produced by forming a β-haloalk-2-enyl, e.g., β-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-(β-haloalk-2-enyl) coumarin intermediate which can be dehydrohalogenated directly without isolation to the desired α-loweralkylfurocoumarin, e.g., α-methylfurocoumarin.