Diketene → m-Benzyloxy-acetylacetanilide

Participants

Reaction Steps

m-hydroxy-3-methoxy-crotonanilide of formula V may be prepared by reacting diketene with m-benzyloxy-aniline to form m-benzyloxy-acetylacetanilide which is then reacted with methyl orthoformate to form m-benzyloxy-3,3-dimethoxybutyranilide which is converted by hydrogenolysis into m-hydroxy 3,3-dimethoxy-butyranilide which is then heated. Other compounds of formula V may be made in an analogous fashion.

Provenance & Evidence