Be sure to answer all parts. Synthesize the following compound from cyclohexanone and organic halides having ≤ 4 C's. You may use any other inorganic reagents. Draw all reaction intermediates, and select the single best set of reagents for each of the four reaction steps. Cyclohexanone draw structure... draw structure ... draw structure ... OOOO H₂O, Cl₂ (2 equiv) LDA, THF HCI NaBH4 draw structure ... Organic bromide having ≤4 C's LDA, THF --OCH3 LIAIH H₂SO4

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
Chapter10: Alcohols
Section: Chapter Questions
Problem 10.52P: Alcohols are important for organic synthesis, especially in situations involving alkenes. The...
icon
Related questions
Question
100%

HW9 #13

Be sure to answer all parts.
Synthesize the following compound from cyclohexanone and organic halides having ≤4 C's. You may
use any other inorganic reagents.
Draw all reaction intermediates, and select the single best set of reagents for each of the four reaction
steps.
Cyclohexanone
draw structure ...
draw structure ...
draw structure ...
000
O O O O
H₂O, C1₂ (2 equiv)
LDA, THE
HCI
NaBH4
draw structure ...
Organic bromide
having ≤4 C's
LDA, THF
-OCH3
LIAIH4
H₂SO4
Transcribed Image Text:Be sure to answer all parts. Synthesize the following compound from cyclohexanone and organic halides having ≤4 C's. You may use any other inorganic reagents. Draw all reaction intermediates, and select the single best set of reagents for each of the four reaction steps. Cyclohexanone draw structure ... draw structure ... draw structure ... 000 O O O O H₂O, C1₂ (2 equiv) LDA, THE HCI NaBH4 draw structure ... Organic bromide having ≤4 C's LDA, THF -OCH3 LIAIH4 H₂SO4
draw structure ...
draw structure...
I
draw structure...
Organic bromide
having ≤4 C's
NaOCH3
O H₂O, Cl₂
Br2, CH₂COOH
H₂O, NaOH
Li₂CO3, LIBr, DMF
KMnO4, H₂O, HO™
LDA, THE
O Br₂, CH₂COOH
Transcribed Image Text:draw structure ... draw structure... I draw structure... Organic bromide having ≤4 C's NaOCH3 O H₂O, Cl₂ Br2, CH₂COOH H₂O, NaOH Li₂CO3, LIBr, DMF KMnO4, H₂O, HO™ LDA, THE O Br₂, CH₂COOH
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 2 images

Blurred answer
Knowledge Booster
Protection of Groups in Organic Synthesis
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
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning