What is the best synthetic route to achieve the following product from the given starting material? Starting material: Product: SH S. O 1. NANH2: 2. HBr; 3. H2/Lindlar catalyst: 4. Br2/CH2Cl2 O1 Na, NHall) at-78°C: 2. CH3CH2Br; 3. H2/Lindlar catalyst; 4. Brz/CH2CI2 1. NaOH in DMF: 2. CH3CH2Br O1 CH3CH2Br: 2. NaOH in DMF O1. HBr; 2. CH3CH2Br

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
Chapter22: Reactions Of Benzene And Its Derivatives
Section22.2: Disubstitution And Polysubstitution
Problem 22.4P
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What is the best synthetic route to achieve the following product from the given starting material?
Starting material:
Product:
SH
S.
O 1. NANH2: 2. HBr; 3. H2/Lindlar catalyst: 4. Br2/CH2Cl2
O1 Na, NH3ll) at-78°C: 2. CH3CH2Br; 3. H2/Lindlar catalyst; 4. Brz/CH2Cl2
1. NaOH in DMF: 2. CH3CH2Br
O1 CH3CH2Br: 2. NaOH in DMF
O1. HBr; 2. CHyCH2Br
Transcribed Image Text:What is the best synthetic route to achieve the following product from the given starting material? Starting material: Product: SH S. O 1. NANH2: 2. HBr; 3. H2/Lindlar catalyst: 4. Br2/CH2Cl2 O1 Na, NH3ll) at-78°C: 2. CH3CH2Br; 3. H2/Lindlar catalyst; 4. Brz/CH2Cl2 1. NaOH in DMF: 2. CH3CH2Br O1 CH3CH2Br: 2. NaOH in DMF O1. HBr; 2. CHyCH2Br
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