Show the steps of the next reaction in detail. And explain why it's hard to go along with the dotted line.

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 10.50P
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Show the steps of the next reaction in detail. And explain why it's hard to go along with the dotted line.
HOCH2CH2OH
Acid catalyst
+
H20
LOCH2CH3
LOCH2CH3
Ethyl 4-oxopentanoate
1. LIAIH4
2. H3o*
Can't be done
directly
H30+
HOCH2CH2OH
+
+
CH3CH2OH
`CH2OH
CH2OH
5-Hydroxy-2-pentanone
O 2007 Thomson Higher Education
Transcribed Image Text:HOCH2CH2OH Acid catalyst + H20 LOCH2CH3 LOCH2CH3 Ethyl 4-oxopentanoate 1. LIAIH4 2. H3o* Can't be done directly H30+ HOCH2CH2OH + + CH3CH2OH `CH2OH CH2OH 5-Hydroxy-2-pentanone O 2007 Thomson Higher Education
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