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Show how you would synthesize benzylamine from each of these compounds, using the following...

Question:

Show how you would synthesize benzylamine from each of these compounds, using the following available reagents.

structure

Carboxylic acid and its derivatives:

Carboxylic acids have the general formula {eq}R-COOH {/eq}. The hydroxyl group attached to the acyl carbon can undergo substitution, such that acyl halides, acid anhydrides, esters, amides, and nitriles can be formed. All of these derivatives, when hydrolized, return to the carboxylic acid form.

Answer and Explanation:

A.

To synthesize benzylamine from the starting material, at two steps must be done.

First: react the ester with excess ammonia (excess ammonia since nucleophilic acyl substitution is a reversible reaction).

Then, reduce the amide to form benzylamine.

B.

Hydrolysis of the starting material yields acetic acid and benzylamine.


Learn more about this topic:

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Carboxyl Group: Definition & Structure

from High School Chemistry: Help and Review

Chapter 18 / Lesson 10
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