11) Predict the product for the following reaction. AICI3 CI (CH3)2NH H₂SO4, NaBH3CN

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### Reaction Prediction Problem

**Question:**

Predict the product for the following reaction.

**Reaction Details:**

1. **Reactants:**

   - A benzene ring with a propyl group (isopropylbenzene) attached.
   - An acyl chloride (butanoyl chloride).

2. **Reagents:**

   - Aluminum chloride (AlCl₃)
   - Dimethylamine ((CH₃)₂NH)
   - Sulfuric acid (H₂SO₄)
   - Sodium cyanoborohydride (NaBH₃CN)

**Discussion:**

- The reaction begins with the use of AlCl₃, a catalyst for the Friedel-Crafts acylation. This will facilitate the addition of the acyl group from the acyl chloride to the benzene ring.
  
- The dimethylamine indicates the formation of an iminium ion intermediate. This will likely react through reductive amination, given the presence of NaBH₃CN, which is a reducing agent.

- The use of sulfuric acid suggests an acid-catalyzed step in the reaction mechanism, potentially related to the activation of the acyl chloride or amine.

Through these steps, the proposed mechanism includes:
- Formation of a ketone intermediate via Friedel-Crafts acylation.
- Reaction with dimethylamine to form an iminium ion.
- Reduction by sodium cyanoborohydride to yield a secondary amine as the final product.
Transcribed Image Text:### Reaction Prediction Problem **Question:** Predict the product for the following reaction. **Reaction Details:** 1. **Reactants:** - A benzene ring with a propyl group (isopropylbenzene) attached. - An acyl chloride (butanoyl chloride). 2. **Reagents:** - Aluminum chloride (AlCl₃) - Dimethylamine ((CH₃)₂NH) - Sulfuric acid (H₂SO₄) - Sodium cyanoborohydride (NaBH₃CN) **Discussion:** - The reaction begins with the use of AlCl₃, a catalyst for the Friedel-Crafts acylation. This will facilitate the addition of the acyl group from the acyl chloride to the benzene ring. - The dimethylamine indicates the formation of an iminium ion intermediate. This will likely react through reductive amination, given the presence of NaBH₃CN, which is a reducing agent. - The use of sulfuric acid suggests an acid-catalyzed step in the reaction mechanism, potentially related to the activation of the acyl chloride or amine. Through these steps, the proposed mechanism includes: - Formation of a ketone intermediate via Friedel-Crafts acylation. - Reaction with dimethylamine to form an iminium ion. - Reduction by sodium cyanoborohydride to yield a secondary amine as the final product.
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