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Given is following nucleophilic reaction with product A. Draw the mechanism of the reaction and give the structure formula of A. Nucleophilic reaction

Here is my solution, I am sure it is not right. Could you help me, step by step to understand this reaction. Solution

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    $\begingroup$ OH isn't a great nucleophile but is a good base. What is the most acidic proton in the starting material? $\endgroup$ – Waylander Jul 31 '17 at 17:59
  • $\begingroup$ I think the H by OH,becauce it has a pKa from 10, and the N has a pKa bigger than 10. So the NaOH take the H and we have $O^-$ $\endgroup$ – Bruce Dachar Jul 31 '17 at 18:11
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    $\begingroup$ Correct! And phenoxide is a good nucleophile. $\endgroup$ – Waylander Jul 31 '17 at 18:28
  • $\begingroup$ ok, so the phenoxide will replace the Br. $\endgroup$ – Bruce Dachar Jul 31 '17 at 18:36
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    $\begingroup$ Exactly so. The reaction ethylates the phenol $\endgroup$ – Waylander Jul 31 '17 at 18:44
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With the help from Waylander (s.o.) we get the following mechanism.

solution

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    $\begingroup$ Looks correct to me $\endgroup$ – Waylander Jul 31 '17 at 18:48

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