Carbinoxamine is a histamine antagonist, specifically, an H1-antagonist. The maleic

Chapter 21, Problem 21.53

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Carbinoxamine is a histamine antagonist, specifically, an H1-antagonist. The maleic acidsalt of the levorotatory isomer is sold as the prescription drug Rotoxamine. (a) Propose a synthesis of carbinoxamine. (Note: Aryl bromides form Grignard reagentsmuch more readily than do aryl chlorides.)(b) Is carbinoxamine chiral? If so, how many stereoisomers are possible? Which of thepossible stereoisomers are formed in this synthesis?

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