?CLAISEN REARRANGEMENT OF 2'-HYDROXY -4 -METHOXY- 4' -PRENYLOXYCHALCONE
Keywords:
Claisen rearrangement, Chalcone and derivatives.Abstract
Claisen rearrangement of 2'-hydroxy-4-methoxy-4'-prenyloxychalcone (II) using acetic anhydride in dimethyl-
aniline gave five compounds and several other minor fractions. The five compounds isolated were viz. 2'-hydroxy-4-
methoxy-4",4",5"-trimethyldihydro furano (2",3":4',3') chalcone (III), 2'-hydroxy-4'-acetoxy-4-methoxy-3'-(a,a-di-
methylallyl)chalcone(IV),2'-hydroxy-4'-acetoxy-4-methoxy-5'-(a,a-dimethylallyl) chalcone(V),2'-acetoxy-d-rnethoxy-
4'-prenyloxychalcone (VI) and 2'-hydroxy-4'-acetoxy-4-methoxy chalcone (VII). Mild alkaline hydrolysis of Iv gave
2',4'-dihydroxy-4-methoxy-3'-(a,a-dimethylallyl) chalcone (VIII). The products have been characterized by their
spectral analysis.