Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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### Conversion of Benzamide to Benzylamine

**Question:**

3. Show the step(s) necessary to carry out this transformation:

- **benzamide** → **benzylamine**

---

**Explanation:**

To convert benzamide to benzylamine, a reduction process is typically employed. One common method is as follows:

1. **Reduction Using LiAlH₄ (Lithium Aluminium Hydride):**
   - LiAlH₄ is a strong reducing agent and is frequently used to reduce amides to amines.
   - The reaction generally proceeds by breaking the amide bond, leading to the desired amine.

2. **Reaction Steps:**
   - The benzamide is dissolved in an inert solvent like ether or THF (tetrahydrofuran).
   - LiAlH₄ is added to the solution slowly, and the reaction mixture is stirred.
   - The reaction is then quenched with water, often followed by an acidic wash to neutralize any excess reducing agent.

The product of this reaction is benzylamine, resulting from the reduction of the carbonyl group in benzamide to a methylene group, converting C=O (carbonyl group of the amide) into CH₂.

This transformation primarily illustrates the application of reduction reactions in organic synthesis.
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Transcribed Image Text:### Conversion of Benzamide to Benzylamine **Question:** 3. Show the step(s) necessary to carry out this transformation: - **benzamide** → **benzylamine** --- **Explanation:** To convert benzamide to benzylamine, a reduction process is typically employed. One common method is as follows: 1. **Reduction Using LiAlH₄ (Lithium Aluminium Hydride):** - LiAlH₄ is a strong reducing agent and is frequently used to reduce amides to amines. - The reaction generally proceeds by breaking the amide bond, leading to the desired amine. 2. **Reaction Steps:** - The benzamide is dissolved in an inert solvent like ether or THF (tetrahydrofuran). - LiAlH₄ is added to the solution slowly, and the reaction mixture is stirred. - The reaction is then quenched with water, often followed by an acidic wash to neutralize any excess reducing agent. The product of this reaction is benzylamine, resulting from the reduction of the carbonyl group in benzamide to a methylene group, converting C=O (carbonyl group of the amide) into CH₂. This transformation primarily illustrates the application of reduction reactions in organic synthesis.
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