Is this answer wrong? enter image description hereI feel like there should be a hydrogen instead of a carbon where I indicated in red. Thank you.

  • $\begingroup$ A possible answer could have been (a) though, especially since they have not specified that the $\ce{MeMgBr}$ here is in excess. $\endgroup$ Feb 6, 2018 at 8:06
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    $\begingroup$ If e had a hydrogen there it would be the same structure as d. $\endgroup$
    – Tyberius
    Feb 6, 2018 at 18:34
  • $\begingroup$ Where would the hydrogen come from? $\endgroup$
    – Jan
    Feb 7, 2018 at 1:27

1 Answer 1


The answer is correct. After the first nucleophilic attack from $\ce{MeMgBr}$, the ethoxy group left and the ester is transformed into a ketone (Step 2 in the link), then another $\ce{MeMgBr}$ attacks and introduce an extra methyl group, resulting in a $3^\circ$ alcohol after hydrolysis. The process is well described in this page.


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