Propose an efficient synthesis for the following transformation: 8-6 The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. B A 1) MeMgBr 2) H3O+ D dilute H₂SO4 G TsCl, pyridine Na₂Cr₂O7, H₂SO4, H₂O E t-BuOK H NaOEt C 1) EtMgBr 2) H3O+ F conc. H₂SO4, heat I H₂, Pd

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations
Section11.SE: Something Extra
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Propose an efficient synthesis for the following transformation:
8
d
The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary
reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct
solution, provide just one answer.
B
A
1) MeMgBr
2) H3O+
D
dilute H₂SO4
G
TsCl, pyridine
Na₂Cr₂O7,
H₂SO4, H₂O
E
t-BuOK
H
NaOEt
C
1) EtMgBr
2) H3O+
F
conc. H₂SO4, heat
H₂, Pd
Transcribed Image Text:Propose an efficient synthesis for the following transformation: 8 d The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. B A 1) MeMgBr 2) H3O+ D dilute H₂SO4 G TsCl, pyridine Na₂Cr₂O7, H₂SO4, H₂O E t-BuOK H NaOEt C 1) EtMgBr 2) H3O+ F conc. H₂SO4, heat H₂, Pd
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