[aviad]

hi
i have a question when you react a carboxylic acid with LDA base will it take the proton to make the ion or the alpha proton im not sure due to the fact LDA fever the kinetic product 
the question itself is what is the proudect  of two aquvelant of hexanoic acid with 2 LDA and 1 etyil bromide
thank you.

[orgopete]

Why are they using two equivalents? Isn't that a clue?

[asmcriminal]

LDA attacks the beta hydrogen.

[Altered State]

LDA attacks the beta hydrogen.

Don't think so
It will start removing the -CO2H proton

[asmcriminal]

LDA attacks the beta hydrogen.

Don't think so
It will start removing the -CO2H proton

Yeah, i feel dumb, I don't know what i was thinking. Everything I said was wrong in my last post. But yeah, it will attack the H on the oxygen, that oxygen is resonance stabilized making it easier to deprotenate.

[debabrata]

shouldn't  2nd equivalent LDA attack alpha H after abstructing the carboxylic proton?