Select the best answer for the most reasonable synthesis of the target molecule below from ethyl acetate and any other reagents and starting materials needed. OE! Ethyl Acetate Target Molecule 1.) NAOEI (1 equiv.), EIOH 1.) NAOE! (1 equiv.) a.) 2.) H,O 2.) CH,Br OEt OEt 3.) NaOEt (1 oquiv.) 3.) H,SO, H,O, Boil Target Molecule 4.) CH,Br 1.) HAI(Bu)2 1.) `MgBr 1.) LDA (1 equiv.) b.) 2.) H,O* 2.) H,O* 2.) CH,Br OEt H. 3) РСС Target Molecule 1.) HAK(Bu), 1.) MgBr 1.) NaOEt (1 equiv.) 2.) H,O* 2) H,O* 2) CH,Br c.) OEt H. 3.) PCC Target Molecule d.) Both a.) and b.)

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter19: Eas: Electrophilic Aromatic Substitution
Section: Chapter Questions
Problem 5E
icon
Related questions
Question
Select the best answer for the most reasonable synthesis of the target molecule below from ethyl
acetate and any other reagents and starting materials needed.
OE!
Ethyl Acetate
Target Molecule
1.) NAOEI (1 equiv.), EIOH
1.) NAOE! (1 equiv.)
a.)
2.) H,O
2.) CH,Br
OEt
OEt
3.) NaOEt (1 oquiv.)
3.) H,SO, H,O, Boil
Target Molecule
4.) CH,Br
1.) HAI(Bu)2
1.)
`MgBr
1.) LDA (1 equiv.)
b.)
2.) H,O*
2.) H,O*
2.) CH,Br
OEt
H.
3) РСС
Target Molecule
1.) HAK(Bu),
1.)
MgBr
1.) NaOEt (1 equiv.)
2.) H,O*
2) H,O*
2) CH,Br
c.)
OEt
H.
3.) PCC
Target Molecule
d.) Both a.) and b.)
e.) Both b.) and c.)
Transcribed Image Text:Select the best answer for the most reasonable synthesis of the target molecule below from ethyl acetate and any other reagents and starting materials needed. OE! Ethyl Acetate Target Molecule 1.) NAOEI (1 equiv.), EIOH 1.) NAOE! (1 equiv.) a.) 2.) H,O 2.) CH,Br OEt OEt 3.) NaOEt (1 oquiv.) 3.) H,SO, H,O, Boil Target Molecule 4.) CH,Br 1.) HAI(Bu)2 1.) `MgBr 1.) LDA (1 equiv.) b.) 2.) H,O* 2.) H,O* 2.) CH,Br OEt H. 3) РСС Target Molecule 1.) HAK(Bu), 1.) MgBr 1.) NaOEt (1 equiv.) 2.) H,O* 2) H,O* 2) CH,Br c.) OEt H. 3.) PCC Target Molecule d.) Both a.) and b.) e.) Both b.) and c.)
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Knowledge Booster
Organic Mustards
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:
9780618974122
Author:
Andrei Straumanis
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning