(7) For the following is a 3-step synthesis problem, you are given: the Starting Material and the Product; a scheme of the expected conditions/intermediates and a list of 21 possible conditions and intermediates.    Put the correct conditions/intermediates in the correct order to achieve this transformation.

Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter7: Reaction Rates And Chemical Equilibrium
Section: Chapter Questions
Problem 7.44P
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(7) For the following is a 3-step synthesis problem, you are given: the Starting Material and the Product; a scheme of the expected conditions/intermediates and a list of 21 possible conditions and intermediates. 

 

Put the correct conditions/intermediates in the correct order to achieve this transformation.

 

Conditions 1
Intermediate
after
or
H
OH
Mg
ether
1. KCN
2. H₂O+
H
1. NaOH
2.
H
1
A
D
G
J
M
P
S
?
3 Steps
Conditions 2
os
OH
1. PhSeCl
2. H₂O₂
Je
1. DIBAI-H
- 78 C
2. H3O+
1. Br₂, H+
2.
1. LDA
2.
H
tok
OK
B
E
H
K
N
Q
T
H
Conditions 3
Intermediate
after Step 2
H₂N
H+
in
1. NaBH4
2. H3O+
H₂N
MgBr
OH
H+
H
C
F
L
O
R
U
Transcribed Image Text:Conditions 1 Intermediate after or H OH Mg ether 1. KCN 2. H₂O+ H 1. NaOH 2. H 1 A D G J M P S ? 3 Steps Conditions 2 os OH 1. PhSeCl 2. H₂O₂ Je 1. DIBAI-H - 78 C 2. H3O+ 1. Br₂, H+ 2. 1. LDA 2. H tok OK B E H K N Q T H Conditions 3 Intermediate after Step 2 H₂N H+ in 1. NaBH4 2. H3O+ H₂N MgBr OH H+ H C F L O R U
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