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22.7 Retrosynthesis with Amines - Chad's Prep®

Amines to Amides: Acylation of Amines

SOLVED:Amines are converted into alkenes by a two-step process called the Hofmann elimination. Sn2 reaction of the amine with an excess of CH3 I in the first step yields an intermediate that undergoes E2 reaction when treated with silver oxide as base. Pentylamine, for example, yields 1-pentene. Propose a structure for the intermediate, and explain why it undergoes ready elimination. (EQUATION CAN'T COPY)

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