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Topic: acetoacetate ester synthesis  (Read 6717 times)

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Offline a confused chiral girl

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acetoacetate ester synthesis
« on: December 03, 2006, 05:26:32 AM »
Which one of the following ketones can be made via an acetoacetate ester synthesis?

Offline Dan

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Re: acetoacetate ester synthesis
« Reply #1 on: December 03, 2006, 07:34:56 AM »
at least attempt the question.
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Offline a confused chiral girl

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Re: acetoacetate ester synthesis
« Reply #2 on: December 03, 2006, 02:53:50 PM »
I have attempted the question, but didn't post what I did. Sorry  :'(  I know that the acetoacetic ester syn thessi yelds a methyl ketone by adding 3 carbons to the reactant. I am so confused in this question, because I tried to find one choice that has the most Carbons (since it's adding 3 carbons..then it must be long chain), but I don't know why the reactant is not given in this problem. So yes, what I did was trying to find the choice with the most Carbons, and I ended up wrong.  :-\ Sorry, I know that is not an acceptable way of attempting this question, but I really have no other choice to do this when they don't give me the reactant.

Offline Dan

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Re: acetoacetate ester synthesis
« Reply #3 on: December 03, 2006, 05:27:43 PM »
I have attempted the question, but didn't post what I did. Sorry  :'(  I know that the acetoacetic ester syn thessi yelds a methyl ketone by adding 3 carbons to the reactant.

You don't necessarily have to add 3 carbons.
Have a read of this http://www.chem.ucalgary.ca/courses/351/Carey/Ch21/ch21-5-1.html
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Offline a confused chiral girl

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Re: acetoacetate ester synthesis
« Reply #4 on: December 03, 2006, 10:10:32 PM »
ok, I think #2 is the right answer. Please tell me if I am correct, please!! tanks!

Offline movies

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Re: acetoacetate ester synthesis
« Reply #5 on: December 04, 2006, 01:11:30 AM »
I think that 2 would be pretty difficult to make by this sequence.  Think about the alkylating agent you would have to use.

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