Lecture 24 Acetoaceticacid Ester Synthesis

Lecture 24 Acetoaceticacid Ester Synthesis - O O CH 3 O O 1...

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Unformatted text preview: O O CH 3 O O 1. Na 2. H 3 O Predict the product O H A O CH 3 O H O 1. Na 2. H 3 O B Predict the product Which of the two indicated hydrogen atoms is the most acidic? O H O O CH 3 O H O 1. Na 2. H 3 O O CH 3 O O O CH 3 O O Predict the product O O O O O O O O O O O O O O A B C O D E F O O O ethyl acetoacetate O O NaOEt 2 O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O A B C D O NaOEt O O 2 ethyl acetoacetate O O 2 Acetoacetic Ester Synthesis OEt O O O O O O O H O O Good Carbon based Nucleophile Br O O O O O O O O OH 1. NaOH 2. H + O- CO 2 ethyl acetoacetate O Synthetic Equivalents H 3 C CH 3 O LDA Acetoacetic Ester Synthesis OEt O O O O LDA O Li O H O H 3 C CH 2 Br O O O O O Br O O O OH 1. NaOH 2. H + O- CO 2 OE O O Br 1 NaOH Predict Product OEt O 1. NaOH 2. H + heat We could stop here O O O R-X O O O 1. NaOH 2. H + heat O O O O O O O R R- HOEt- CO 2 O A B C O O O O O O O D E F O O H O Et O O 1 NaOH h Br Predict Product O H O-Et O 1. NaOH 2. H + heat Br O O O O O A B 1. NaOH1....
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This note was uploaded on 10/18/2010 for the course CHE 326 taught by Professor Fowler during the Fall '08 term at SUNY Stony Brook.

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Lecture 24 Acetoaceticacid Ester Synthesis - O O CH 3 O O 1...

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