1) Base 2) O 1. Lithium diisopropylamide in THF at -78 "C. O 2 NABH4 in methanol at room temperature. O 3. Sodium methoxide in methanol at room temperature. O 4. DBU in THF at 25 "C.

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
Chapter8: Haloalkanes, Halogenation, And Radical Reactions
Section: Chapter Questions
Problem 8.28P
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The bicyclic ketone shown below is first treaterd with a base, then ethyliodide is added to form the substituted ketone. Which base/conditions are suitable?
1) Base
2)
O 1. Lithium disopropylamide in THF at -78 *C.
O 2. NABH4 in methanol at room temperature.
3. Sodium methoxide in methanol at room temperature.
O 4. DBU in THF at 25 "C.
Transcribed Image Text:The bicyclic ketone shown below is first treaterd with a base, then ethyliodide is added to form the substituted ketone. Which base/conditions are suitable? 1) Base 2) O 1. Lithium disopropylamide in THF at -78 *C. O 2. NABH4 in methanol at room temperature. 3. Sodium methoxide in methanol at room temperature. O 4. DBU in THF at 25 "C.
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