Which extraction procedure will completely separate an amide from the by-product of the reaction between an amine and excess carboxylic acid anhydride?
A) Add 0.1M NaOH (aq) to quench unreacted anhydride. Then add diethyl ether and separate the layers. The amide can be obtained from the ether layer by evaporating the solvent.
B) Add 0.1 M HCl (aq) to quench unreacted anhydride. Then add diethyl ether and separate the layers. The amide can be obtained from ether layer by evaporating the solvent.
C) Add 0.1M NaOH (aq) to quench unreacted anhydride. Then add diethyl ether and separate the layers. The amide can be obtained from the aqueous layer by neutralizing with HCl (aq).
D) Add 0.1M HCl (aq) to quench the unreacted anhydride. Then add diethyl ether and separate the layers. The amide can be obtained from the aq. layer by neutralizing the NaOH (aq).

Amines generally are bases, as such they react or dissolve in acids. as explained from lewis theory, they also behave as lewis bases because they are electron pair donors. Amines are organic compounds that have nitrogen atom bonded to an organic radical. they have the general formula RCH3NH2.

from the question and options, since they are bases, they reacts and dissolves in strong acids like HCL, as such to completely separate an amide from the by-product of the reaction between an amine and excess carboxylic acid anhydride, proceed by adding molar concentration of NaOH (aq) to quench unreacted anhydride. Then add diethyl ether and separate the layers. The amide can be obtained from the aqueous layer by neutralizing with HCl (aq), since they dissolve easily in HCL.