Problem 6: Propose a synthesis of the following compound from the starting materials shown below in as few steps as possible (a reasonable synthesis can be performed in 8 steps). ОН `NH2 product starting material

Problem 6: Propose a synthesis of the following compound from the starting materials shown below in as few steps as possible (a reasonable synthesis can be performed in 8 steps). ОН `NH2 product starting material

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution

Section16.SE: Something Extra

Problem 47AP

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Concept explainers

Reactions at the Alpha Carbon Atom

The position next to the ketone or aldehyde functional group is termed as alpha position and the reaction which occurs at alpha position is called alpha substitution reaction. In an alpha substitution reaction, the alpha proton atom is substituted by an electrophile by the formation of an enol intermediate or enolate ion intermediate. Most of the carbonyl compounds go through an alpha substitution reaction.

Question

Problem 6: Propose a synthesis of the following compound from the starting materials
shown below in as few steps as possible (a reasonable synthesis can be performed in 8
steps).
ОН
`NH2
product
starting material

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