Accomplish the following conversions :
Chlorobenzene to p-bromoaniline

Explanation

To convert chlorobenzene to p-bromoaniline, we will follow a series of chemical reactions. Here’s a step-by-step breakdown of the process:

### Step 1: Formation of Benzyne
- **Starting Material**: Chlorobenzene (C6H5Cl)
- **Reagent**: A strong base, such as sodium amide (NaNH2) or lithium diisopropylamide (LDA).
- **Reaction**: The base will extract a hydrogen atom from the benzene ring, leading to the formation of benzyne (C6H4) as an intermediate. The chlorine atom leaves as a chloride ion (Cl⁻).

**Equation**:
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