[pr10315]

Somebody please help me with this disconnection question. Its starting material is ethyl ethanoate. I am not sure what steps it will take to create an ethyl ethanoate as a starting material

[kriggy]

Hello, first of all, you should show us some of your work ((check forum rules)
second, how do you know that its ethyl acetate? There definitely might be more options

[pr10315]

Oh my bad, I didn't know about that. But here's what I got and I am struggling with my synthesis assignment so I am not sure if I am on the right track or not. Any help or feedback is appreciated

[pr10315]

By the way, the question states that the disconnect scheme has several steps culminating in ethyl ethanoate as one of the starting material

[OrganicDan96]

your disconnection scheme does not give ethyl ethanoate

[kriggy]

And it does not make much sense. For each disconection, you need reliable forward reaction but i cant see any reliable reaction for your disconnections.

[pr10315]

should I disconnect between the α and β carbons first since there are diketones instead of doing a FGI?

[kriggy]

well you can try and see where it leads to, as I said already: there could be multiple pathways. I would, start with this dissconnection first. From there it should be obvious how to get to the ethylaceate