Question

What is the mechanism for this reaction

Chapter 20 Carboxylic Acids and Their Derivatives 655 O2H O2CH2CH3 + CH CH20H onc. HSO4 (catalyst) + H2O (20.4) NH2 16 p-Aminobenzoic acid NH2 17 Ethyl p-aminobenzoate (benzocaine) The equlibrium between the starting materials and products is readily estab- lished by heating a mixture of 16 and ethanol under reflux in the presence of a cata- lytic amout of sulfuric acid to give 17 and water (Eq. 20.4). However, if a microwave apparatus is available for heating (Sec. 2.9), the reaction can be effected in a pres- surized vial. It is instructive to compare the reaction times required and the results obtained using conventional versus microwave heating for promoting the reaction. TAL PROCEDURES Benzocaine

Answer 1

+OH P- aminobenyac aciel NH OH CH3 CH, OH H So3 NH OH H O NH он NH 73 (Good keig