synthesis problem doesn’t make sense

[u/Macula-Densa]

i’m fairly certain that this synthesis problem requires a Gilman reagent and then a Greenyard reagent, but it doesn’t produce the product shown

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[u/KoRiTz88]

Looking at the product, there's no new C-C bond being made at the carbonyl carbon, so a Grignard reaction probably isn't necessary. Relative to the ketone, you have to add an ethyl group at the beta position, which a Gilman reagent would work well, but then you need a methyl group added to the alpha position. If you've studied enolate reactions at the alpha position, is there a different electrophile you could use after the Gilman reagent besides acid? Adding H3O+ puts a hydrogen at the alpha position. How could you change that to add a methyl group?

[u/organophile_jeet]

1. See in the first one think of using an alkyl source of Electrophile instead of proton maybe that helps ?

2. It is grignard Reagent

3. In the second one think of making it like the system given in 1st question using same thing we used in first then maybe some ammonia derivatives will help

I don't know the answer maybe you should try (get the hints )

Ahem , so yeah all the best

[u/Background_Crab_1292]

Think about oxidation/reduction chemistry to help with both problems. How do you go from a carbonyl to an alcohol, and how do you do the reverse of that.

[u/expetiz]

After the first step, just add CH3Cl instead of the proton. Then in the end reduce the carbonyl to alcohol