1. Calculate the%yield of your free base product (end of step s7) and the yield

Question

1. Calculate the%yield of your free base product (end of step s7) and the yield of your recrystallized product (end of step #11) Show your calculations. Adjust yourstanting material moles based on your actual aldehyde and amine used. 2. Identify your starting aldehyde and amine based on the melting pointofthe final product; lst both letterinumber and structure. 3. What would be the expected product if you conducted a reductive amination experiment with the amine from this experiment with a ketone of your choosing Clearly draw the ketone, and the product. Wila reductive amination reaction occur between N,N-dimethylamine and benzaldehyde? Explain your reasoning. 5. if you were to take the melting point of the crude sat at the end of step s9, would you expect it to be higher or lower than the melting point you took at the end of step 11? Why? 6. Why is the NaBHe only added at step R3 and not added at the beginning of the reaction (step 10? 7. Show two ways you can synthesize the following compound using a reductive amination 8. Extra Credit: Do some research to find out What is Green Chemistry Describe which principle of Green Chemistry a solvent-free reaction addresses. Write down your

Explanation / Answer

2. Drawn above are the aldehyde structures required for the formation of amines using reductive amination strategy.

3. If the reaction were to be carried out using a ketone say acetone, the product amine to be obtained would be as shown below,

(CH3)2CH-NH-CH2-C6H4-Br

4. Reductive amination with a secondary amine N,N-dimethylamine and benzaldehyde is possible, The product obtained in this case would be,

C6H5-CH2-NH(CH3)2

5. The melting point of the crude product would be lower than the melting point of the product amine compound. The impurities present of the starting material lowers the melting point in this case.

6. NaBH4 is added at a latter stage and not at the start of the reaction as the formation of the imine intermediate product occurs in slghtly basic medium. NaBH4 is a basic reagent and it would not let the imine formation as needed in the first step of the reaction.

7. Two strategies for the formation of the given amine compound by reductive amination would be,

Strategy 1 : benzaldehyde + 1-(p-bromophenyl)methylamine

strategy 2 : 1-phenylmethylamine + p-bromobenzaldehyde

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