Synthesis and some transformations of 3-(2,2-dimethyloxan-4-yl)-4-methylpentanenitrile

Abstract

2,2-Dimethyloxane-4-carbaldehyde reacted with ethyl cyanoacetate to give ethyl 2-cyano-3-(2,2-dimethyloxan-4-yl)prop-2-enoate whose reaction with isopropylmagnesium bromide afforded ethyl 2-cyano-3-(2,2-dimethyloxan-4-yl)-4-methylpentanoate. Elimination of the ester group from the latter led to the formation of 3-(2,2-dimethyloxan-4-yl)-4-methylpentanenitrile.