Synthesis of the Nitrile and Some Esters of 3,3-Dimethyl-2-oxochroman-4-acetic Acid

Article abstract of DOI:10.1055/s-1986-31658

It is shown that the previously found rearrangement can be applied on the nitrile 4 (X=CN) when the anhydride used possesses only one α-hydrogen atom.Refluxing of this nitrile with isobutyric anhydride in the presence of triethylamine leads to the expected rearrangement product 5 (X=CN).Making use of the same anhydride, the esters 4 (X=COOR) are converted into esters 5 (X=COOR).