At the end of a reduction, there was found to be a small amount of unreacted amide along with the amine product dissolved in diethyl ether. How might you remove the amine from the ether?

Amines are organic compounds derived from ammonia by replacement of one or more hydrogen atoms with alkyl or aryl groups. They are generally soluble in polar solvents like water and can also dissolve in organic solvents such as diethyl ether. Understanding the solubility properties of amines is crucial for devising methods to separate them from other compounds in a mixture.

Extraction is a separation technique used to isolate a desired substance from a mixture based on differences in solubility. In this context, liquid-liquid extraction can be employed to separate the amine from the ether solution by using a polar solvent that selectively dissolves the amine, allowing it to be removed from the non-polar ether phase.

Recrystallization is a purification technique that involves dissolving a solid in a hot solvent and then allowing it to crystallize as it cools. This method can be useful for isolating pure amines from a mixture, as the desired amine can be selectively crystallized out of solution, leaving behind impurities and unreacted amides.