Organic 2 Review Problem 396

Organic 2 Review Problem 396 - 380 PRACTICAL O RGANIC C...

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380 PRACTICAL ORGANIC CHEMISTRY compound by boiling with 70% H 2 SO 4 under reflux as described for acetanilide (p. 108) and benzanilide (p. 246). Then cool the mixture and dilute with water. The hydrolysis will furnish an aliphatic or an aromatic acid, and a primary or secondary amine. An aromatic acid will separate almost completely from the diluted solution, and the remainder of the acid can be extracted with ether: an aliphatic acid will remain in solution and can usually be isolated by steam-distillation. The amine will remain in solution as its sulphate (unless the latter has a very low solu- bility): on basification, the amine will be liberated, and if liquid can be extracted with ether, and if solid can be collected by filtration. CRYSTALLINE DERIVATIVES FOR IDENTIFICATION. These are not essential if the acid and amine obtained on hydrolysis are crystalline: but crystalline derivatives of the acid and amine can be prepared by the standard methods for acids (p- 349) an d amines (pp. 374, 376) respectively.
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