Reaction of 1,1′‐iminobis‐2‐butanols with sulfuric acid

Abstract

Treatment of 1,1′‐iminobis‐2‐butanols with 70% w/w sulfuric acid gives cis‐ and trans‐2,6‐diethylmorpholines, 3‐ethyl‐4‐methylpyridine and unsaturated 3‐ethyl‐4‐methylpiperidines. Hydrogenation of the unsaturated 3‐ethyl‐4‐methylpiperidines gives cis‐ and trans‐3‐ethyl‐4‐methylpiperidines. With 50% w/w sulfuric acid cis‐ and trans‐2,6‐diethylmorpholines and a small amount of cis‐ and trans‐2‐ethyl‐7‐methyl‐hexahydro‐1,4‐oxazepines are obtained.