22.3 Synthesis of Amines | Organic Chemistry

Chad provides a comprehensive lesson on the synthesis of amines. This begins with the review of several reduction reactions including the reduction of nitro compounds, nitriles, azides and amides using LiAlH4. But several new syntheses are presented as well including the Hofmann Rearrangement (including the full mechanism), Curtius Rearrangement, and the Schmidt reaction which are all very similar. The Gabriel synthesis for primary amines is also covered as well as why it is necessary and then finally reductive amination is covered which involves the formation of imines and enamines which are then selectively reduced to their corresponding amines.

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00:00 Lesson Introduction
00:35 Reduction of Nitro Compounds, Nitriles, and Azides with LiAlH4
01:51 Reduction of Amides with LiAlH4
02:08 Hofmann Rearrangement (including mechanism)
09:29 Curtius Rearrangement
11:32 Schmidt Reaction
12:11 Gabriel Synthesis
19:01 Reductive Amination

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