Assume one equivalent of reagents and appropriate workup after each step, unless otherwise indicated. OH N3 Step 1? Step 2 ? Starting Material Product 1. HBr (no workup) 2. NaN3, DMF 3. TsCl, pyridine 4. H20, H2SO4 (mild) 5. 2 equiv HN3, DMF 6. PBr3 (no workup) 7. NaBr, acetone Synthesis Step 1 choose your answer... V Synthesis Step 2 choose your answer...

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter20: Acidity And Pka Of Phenols
Section: Chapter Questions
Problem 11E
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Use the dropdown menu to design a synthesis of the product from the starting material indicated. Your plan
must include two steps. For each step, only the expected major product is considered to be taken forward.
Assume one equivalent of reagents and appropriate workup after each step, unless otherwise indicated.
OH
N3
Step 1?
Step 2 ?
Starting Material
Product
1. HBr (no workup)
2. NaN3, DMF
3. TsCl, pyridine
4. H2О, Н2SO4 (mild)
5. 2 equiv HN3, DMF
6. PBR3 (no workup)
7. NaBr, acetone
Synthesis Step 1 choose your answer...
V Synthesis Step 2 choose your answer..
Transcribed Image Text:Use the dropdown menu to design a synthesis of the product from the starting material indicated. Your plan must include two steps. For each step, only the expected major product is considered to be taken forward. Assume one equivalent of reagents and appropriate workup after each step, unless otherwise indicated. OH N3 Step 1? Step 2 ? Starting Material Product 1. HBr (no workup) 2. NaN3, DMF 3. TsCl, pyridine 4. H2О, Н2SO4 (mild) 5. 2 equiv HN3, DMF 6. PBR3 (no workup) 7. NaBr, acetone Synthesis Step 1 choose your answer... V Synthesis Step 2 choose your answer..
Use the dropdown menu to design a synthesis of the product from the starting material indicated. Your plan
must include two steps. For each step, only the expected major product is considered to be taken forward.
Assume one equivalent of reagontc and
nronriate workup after each step, unless otherwise indicated.
choose your answer...
N3
3
?
1
?
Sta
Product
7
1. HBr (no w
3. TsCI, pyridine
4. Н2О, Н2SO4 (mild)
4
5.
Br3 (no workup)
7. NaBr, acetone
6
Synthesis Step 1 choose your answer..
^ Synthesis Step 2 choose your answe..
Transcribed Image Text:Use the dropdown menu to design a synthesis of the product from the starting material indicated. Your plan must include two steps. For each step, only the expected major product is considered to be taken forward. Assume one equivalent of reagontc and nronriate workup after each step, unless otherwise indicated. choose your answer... N3 3 ? 1 ? Sta Product 7 1. HBr (no w 3. TsCI, pyridine 4. Н2О, Н2SO4 (mild) 4 5. Br3 (no workup) 7. NaBr, acetone 6 Synthesis Step 1 choose your answer.. ^ Synthesis Step 2 choose your answe..
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