Complete the synthesis of the following reaction:
Reactions of Esters:
Esters are carboxylic acid derivatives prepared by the acid catalyzed reaction between a carboxylic acid and an alcohol. An ester can be reduced to a primary alcohol by reacting it with lithium aluminum hydride.
Answer and Explanation:
The steps needed to complete the synthesis are given below.
Step 1: Reduction of the ester using lithium aluminum hydride gives the primary alcohol upon acidic workup.
Step 2: Dehydration of the primary alcohol by reacting it with sulfuric acid gives the alkene.
Step 3: Oxymercuration-demercuration of the alkene gives the secondary acohol.
Step 4: Oxidation of the secondary alcohol using pyridinium chlorochromate gives the ketone.
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Learn more about this topic:
from Chemistry 304: Organic Chemistry IIChapter 1 / Lesson 6