(c) The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A conc. H₂SO4, heat E HO COOH LIAIH4 followed by H3O+ B Ph3P=CH2 F RCO3H с KCN, HCI G H3O+, heat D MeMgBr followed by H3O+ H EtMgBr followed by H3O+

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
Chapter7: Alkynes
Section: Chapter Questions
Problem 7.29P
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Propose an efficient synthesis for the two compounds.

"s
(c)
The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary
reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct
solution, provide just one answer.
A
conc. H₂SO4,
heat
E
LiAlH4
followed by H3O+
HO COOH
(d)
B
Ph3P=CH2
F
RCO 3H
"}-}
C
KCN,
HCI
G
H3O+, heat
D
MeMgBr
followed by H3O+
H
EtMgBr
followed by H3O+
Transcribed Image Text:"s (c) The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A conc. H₂SO4, heat E LiAlH4 followed by H3O+ HO COOH (d) B Ph3P=CH2 F RCO 3H "}-} C KCN, HCI G H3O+, heat D MeMgBr followed by H3O+ H EtMgBr followed by H3O+
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