Using retosynthetic analysis, complete the synthesis of 2-pentanone from ethanol, proceeding through a keto ester as the synthetic intermediate. g

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10-04-2018
Chemistry

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Using retosynthetic analysis, complete the synthesis of 2-pentanone from ethanol, proceeding through a keto ester as the synthetic intermediate. g

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transitionstate transitionstate · Answer 1 · 2018-04-19T17:04:40+02:00

Step 1:
Esterification:
Butyric Acid is treatet with ethanol in the presence of Acid. The corresponding intermediate formed is Keto Ester (Ethyl Butyrate) and serves as a synthetic intermediate. (Highlighted RED in scheme).

Step 2:
Nucleophilic Substitution Reaction:
The corresponding Ester formed is treated with Methyl Magnesium Bromide. And after hydrolysis 2- Pentanone is synthesized. The r2 step reaction is shoen belo.