How would you synthesize the following substances from benzaldehyde and reagents from the table? In general, the fewer the steps, the better the synthesis. You should not need more than four steps. Use letters from the table to list reagents in the order used (first at the left) with no commas. Example: cag a CH2=0 Reagents f 1. CH3MgBr/dry ether 2 H₂O* j 1. P(C6H5)3 2. BuLi Br₂ b O C (C6H5)3P-CH2 g Dess-Martin periodinane in CH2Cl2 h 1. NaBH4 2. H3O+ 1. PBг3 d m NH + acid i 1. BH3/THF NaNH2/NH3 2. H2O2/NaOH CrO3/H₂O* n Mg/ dry ether a) Previous Next

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter11: Ethers, Epoxides, And Sulfides
Section: Chapter Questions
Problem 11.42P
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C
(C6H5)3P-CH2
h
d
☐ NH
e
NH + acid
CrO3/H3O+
in CH2Cl2
1. NaBH4
2. H3O+
1. BH3/THF
2. H₂O2 / NaOH
a)
b)
OH
Transcribed Image Text:C (C6H5)3P-CH2 h d ☐ NH e NH + acid CrO3/H3O+ in CH2Cl2 1. NaBH4 2. H3O+ 1. BH3/THF 2. H₂O2 / NaOH a) b) OH
How would you synthesize the following substances from benzaldehyde and reagents from the table? In general, the fewer the steps, the better the synthesis. You should not need
more than four steps.
Use letters from the table to list reagents in the order used (first at the left) with no commas.
Example: cag
Reagents
a
CH2=0
f 1. CH3MgBr / dry ether
2 H3O+
j 1. P(C6H5)3
2. BuLi
b
O
g
Dess-Martin periodinane
KA
Br2
in CH2Cl2
C
(C6H5)3P+-CH2
h
1. NaBH4
1. PBг3
2. H3O+
d
m
NH + acid
i
1. BH3/THF
NaNH2/NH3
2. H2O2 / NaOH
e
CrO3/H3O+
n
Mg/ dry ether
a)
Previous
Next
Transcribed Image Text:How would you synthesize the following substances from benzaldehyde and reagents from the table? In general, the fewer the steps, the better the synthesis. You should not need more than four steps. Use letters from the table to list reagents in the order used (first at the left) with no commas. Example: cag Reagents a CH2=0 f 1. CH3MgBr / dry ether 2 H3O+ j 1. P(C6H5)3 2. BuLi b O g Dess-Martin periodinane KA Br2 in CH2Cl2 C (C6H5)3P+-CH2 h 1. NaBH4 1. PBг3 2. H3O+ d m NH + acid i 1. BH3/THF NaNH2/NH3 2. H2O2 / NaOH e CrO3/H3O+ n Mg/ dry ether a) Previous Next
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Publisher:
Cengage Learning