OH CH3 1. NaOH 2. -Br KOH / EtOH / reflux H 1. Aq. KMnO4 2. LOCH 3 -CH,CI /AIC13 NaBH4 then aqueous workup only this in high yield COOH CH₂OH H

Fundamentals Of Analytical Chemistry
9th Edition
ISBN:9781285640686
Author:Skoog
Publisher:Skoog
Chapter7: Statistical Data Treatment And Evaluation
Section: Chapter Questions
Problem 7.9QAP
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Suggest why this reaction would not work
OH
1. NaOH
2.
Br
KOH /ETOH /
reflux
H.
only this in high yield
СООН
CH3
1. Aq. KMNO4
2.
CH2CI
I AICI3
NABH4
H
then
LOCH3
CH2OH
aqueous
workup
NMR spectra
Transcribed Image Text:OH 1. NaOH 2. Br KOH /ETOH / reflux H. only this in high yield СООН CH3 1. Aq. KMNO4 2. CH2CI I AICI3 NABH4 H then LOCH3 CH2OH aqueous workup NMR spectra
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