Interpretation:
Synthesis of the given compound Darvon, starting with ethyl phenyl ketone is to be outlined.
Concept introduction:
Grignard reagent reactions with carbonyl groups are treated as acid–base reactions.
The reaction of Grignard reagents with carbonyl groups yields secondary and tertiary alcohols. These reactions are two-step reactions. In the first step, nucleophilic addition of carbonyl group takes place because Grignard reagent, being nucleophilic, uses its lone pair of electrons to form a bond with a carbon atom. This results in the formation of an alkoxide ion which remains associated with
In the second step, addition of aqueous HX causes the protonation of the alkoxide ion, which leads to the formation of the alcohol and
Mannich reaction: Carbonyl groups capable of forming enol react with primary or secondary
Alcohols react with acetic anhydride to form esters via nucleophilic substitution reaction.
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Organic Chemistry
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- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning