CH₂Br NaCN then HCI OH CH,COHH-C-CHO H₂SO4 heat ? OH H-C-COH O-COH

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter22: Carbonyl Alpha-substitution Reactions
Section22.SE: Something Extra
Problem 64AP: The key step in a reported laboratory synthesis of sativene, a hydrocarbon isolated from the mold...
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What is the product of the reaction sequence below?
CH₂Br
NaCN
then HCI
OH
CH,COH H-C-CHO
A
B
H₂SO4
heat
OH
H-C-COH
C
D
?
CO₂H
Transcribed Image Text:What is the product of the reaction sequence below? CH₂Br NaCN then HCI OH CH,COH H-C-CHO A B H₂SO4 heat OH H-C-COH C D ? CO₂H
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