Using aqueous hydrochloric acid, sodium bicarbonate, or sodium hydroxide solutio

Question

Using aqueous hydrochloric acid, sodium bicarbonate, or sodium hydroxide solutions, devise a detailed step-wise summary of all operations necessary to separate a mixture of the following two solid components. Both the substances are soluble in ether. Pay attention to the location of the solute(s) at each step and the position of each layer in the separatory funnel. In your procedure, be sure to include how each of the compounds would be recovered to their original state. Start step 1 as "Put the separatory funnel in the ring on the ringstand."

Explanation / Answer

After dissilving both the compounds in ether the solution should be shaked with aqueous HCl. Thereby the amine will be converted to its hydro chloride salt and will pass in the aqueous phase. Separate the two phases. The ether phase will contain the benzoic acid and can be obtained by evaporating the ether. The aqueous phase if washed with aqueous sodium bicarbonate solution will give back the amine. The amine than can be extracted with ether, and can be obtained by evaporation of the ether.

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