Reductive Amination Practice Problems

Amino acids are α-aminocarboxylic acid compounds. For the given amino acid, determine the carbonyl compound needed to synthesize it.

Amino acids are α-aminocarboxylic acid compounds. For the given amino acid, what is the carbonyl compound needed to synthesize it?

Devise a synthetic pathway to prepare the following compound using cyclopentanone as the starting material.

Show how the following conversions can be accomplished.

a. N-ethyl-1-phenylethanamine from acetophenone
b. 1-benzylpyrrolidine from benzaldehyde
c. N-ethylaniline from aniline

Draw a suitable mechanism for the reaction given below.

A common method to produce amines is the reductive amination of aldehydes and ketones. Show how the following synthesis can be accomplished using this technique.

• benzaldehyde → methylbenzylamine

Using cyclooctanone as the starting molecule, come up with a synthesis for the following molecule.

Demonstrate the steps required to convert p-chloroaniline to N-cyclohexyl-p-chloroaniline using any necessary reagents.

Provide a reaction scheme using any necessary reagents to carry out the following synthesis.

Demonstrate the synthesis of sulfamethoxazole and sulfaquinoxaline using the same sulfonyl chloride used in the sulfanilamide synthesis.

What will be the product of the reaction below?

Using the indicated starting material, illustrate how the following amine is synthesized through reductive amination.

Provide a reaction scheme to synthesize the following compound from benzene, toluene, and alcohols with no more than four carbon atoms as starting materials.

Propose a reaction scheme for synthesizing N-benzylpropan-2-amine from benzene, toluene, and alcohols using no more than four carbon atoms as starting materials.

Acetanilide can be one of the starting reactants in the synthesis of sulfadiazine. During the chlorosulfonation step, explain what would happen if the amino group of acetanilide is not protected as an amide.

One of the most general amine syntheses is the reductive amination of carbonyl compounds. Illustrate how reductive amination can be used to synthesize 1-cyclobutylpiperidine from cyclobutanone.

The following tertiary amine can be produced in three distinct ways, utilizing a different secondary amine and adding the final substituent through reductive amination. Illustrate these three ways.