Main > ORGANIC CHEMICALS > Aromatics > Electrophilic Substitution > Bromine Directing Influence. > Coupled with Ease of Removal > m-BromoAcetanilide Synthesis

Product Korea. I

SYNTHESIS Convert p-bromo-aniline to 4-Br-2,6-Di-Cl-Aniline & boil that with HBr & AcOH acids & aniline to get 86% of 2,6-Di-Cl-Aniline. The added aniline acts as a bromine acceptor to form more p-bromoaniline. 5-Amino-2,4-Di-BrPhenol reacts with crotonaldehyde followed by HBr-aniline reflux to yield 61% of 5-Hydroxy-2-MeQuinoline. Nitration of p-dibromobenzene followed by redn by iron gives 2,5-dibromoaniline, which is converted by AcOH-HBr-Phenol reflux & reaction with Ac2O to title prodt
UPDATE 09.01
AUTHOR Inha Uni.`s Dae Yoon Chi
LITERATURE REF. JACS., 123, 9202 (2001)

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