Synthesis of 3-tert-Butylpyridine

Abstract

3-tert-Butylpyridine (11) has been synthesized from neopentyl alcohol in 16% overall yield through a five-step sequence. Among the steps involved are the cycloaddition of α-tert-butylacrolein (9) to butyl vinyl ether and conversion of the resulting dihydropyran derivative (10) into the pyridine base (11).