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I have read that aniline does not undergo Friedel–Crafts reaction because it complexes with Lewis acid $\ce{AlCl3}.$ Will it also react with $\ce{FeBr3}$ during bromination (to receive a 3-bromo substituted benzene)?

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  • $\begingroup$ I was just about to ask a similar question as to why phenol doesn't react with Alcl3 and shows F.C reactions whereas o-cresol reacts with Alcl3(just like aniline) and doesn't show F.C reactions $\endgroup$ – user600016 Dec 12 '19 at 14:04
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    $\begingroup$ Have you tried reacting the aniline with acetyl chloride or acetic anhydride first? Conversion to an acetamide is one way to get avoid acid-base side reactions when doing EAS on an aromatic amine. $\endgroup$ – Oscar Lanzi Dec 12 '19 at 14:11
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    $\begingroup$ Oscar Lanzi - its a theoretical question, i do not do these reactions $\endgroup$ – Yahel Abraham Dec 12 '19 at 14:19
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    $\begingroup$ related chemistry.stackexchange.com/questions/87145/… $\endgroup$ – Mithoron Dec 12 '19 at 15:18

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