Answered: Draw the products of the reactions…

Draw the products of the reactions shown below. Ignore inorganic byproducts. + Select to Draw TBDMSCI (1 eq) 1. NaH OH Bu4NF OH 9 Select to Draw Select to Draw Et3N 2. CH3Br Select to Draw

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter20: Carboxylic Acids And Nitriles

Section20.SE: Something Extra

Problem 52AP

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Concept explainers

Designing a Synthesis

Organic synthesis is a branch of chemical synthesis that involves the planned construction of organic compounds/molecules from smaller units that possess functional groups. Friedrich Wöhler was the first scientist who designed the synthesis of an organic compound, urea from inorganic starting materials silver cyanate with ammonium chloride via a simple, one-step synthesis.

Question

Draw the products of the reactions shown below. Ignore
inorganic byproducts.
+
Select to Draw
TBDMSCI (1 eq)
1. NaH
OH
Bu4NF
OH
Select to Draw
+
Select to Draw
Et3N
2. CH3Br
Select to Draw

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Step 1: Reaction of Alcohol with TBDMSCl

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Step 2: Step - II - Product I reacts with PBr3 gives inverted Br.

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Step 3: Deprotection step

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