
(a)
Interpretation:
To obtain the desired product, the reactant molecule must undergo a Grignard reaction and needs a protecting group to facilitate the reaction to occur. The protecting reagent is to be determined.
Concept Introduction:
Normally, an aryl bromide can directly be converted to arylmagnesium halide by reaction with Magnesium. But in this case, there is the presence of an acidic alcoholic group which can hinder the formation of Grignard reagent, which is a strong base. To prevent this, an
After the formation of the Grignard reagent, it can be coupled with a suitable reactant, followed by deprotection, to obtain the final product.
(b)
Interpretation:
To obtain the desired product, the reactant molecule has to undergo a Grignard reaction and needs a protecting group to facilitate the reaction to occur. The protecting group is to be determined.
Concept Introduction:
Normally, an aryl bromide can directly be converted to arylmagnesium halide by reaction with Magnesium. But in this case, there is the presence of an acidic alcoholic group which can hinder the formation of Grignard reagent, which is a strong base. To prevent this, an
After the formation of the Grignard reagent, it can be coupled with a suitable reactant, followed by deprotection, to obtain the final product.

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Chapter 12 Solutions
ORGANIC CHEMISTRY-PRINT (LL)-W/WILEY
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- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningIntroduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning


